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  • 1. Ahlberg, P.
    et al.
    Karlsson, A.
    Goeppert, A.
    Lill, S. O. N.
    Dinér, Peter
    Sommer, J.
    Solvated CH5+ in liquid superacid2001In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 7, no 12, p. 2501-2510Article in journal (Refereed)
  • 2. Alao, John Patrick
    et al.
    Michlíková, Sona
    Dinér, Peter
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry. Gothenburg University.
    Grøtli, Morten
    Sunnerhagen, Per
    Selective inhibition of RET mediated cell proliferation in vitro by the kinase inhibitor SPP862014In: BMC Cancer, ISSN 1471-2407, E-ISSN 1471-2407, Vol. 14, no 853Article in journal (Refereed)
    Abstract [en]

    Background

    The RET tyrosine kinase receptor has emerged as a target in thyroid and endocrine resistant breast cancer. We previously reported the synthesis of kinase inhibitors with potent activity against RET. Herein, we have further investigated the effect of the lead compound SPP86 on RET mediated signaling and proliferation. Based on these observations, we hypothesized that SPP86 may be useful for studying the cellular activity of RET.

    Methods

    We compared the effects of SPP86 on RET-induced signaling and proliferation in thyroid cancer cell lines expressing RET-PTC1 (TPC1), or the activating mutations BRAFV600E (8505C) and RASG13R (C643). The effect of SPP86 on RET- induced phosphatidylinositide 3-kinases (PI3K)/Akt and MAPK pathway signaling and cell proliferation in MCF7 breast cancer cells was also investigated.

    Results

    SPP86 inhibited MAPK signaling and proliferation in RET/PTC1 expressing TPC1 but not 8505C or C643 cells. In TPC1 cells, the inhibition of RET phosphorylation required co-exposure to SPP86 and the focal adhesion kinase (FAK) inhibitor PF573228. In MCF7 cells, SPP86 inhibited RET- induced phosphatidylinositide 3-kinases (PI3K)/Akt and MAPK signaling and estrogen receptorα (ERα) phosphorylation, and inhibited proliferation to a similar degree as tamoxifen. Interestingly, SPP86 and PF573228 inhibited RET/PTC1 and GDNF- RET induced activation of Akt and MAPK signaling to a similar degree.

    Conclusion

    SPP86 selectively inhibits RET downstream signaling in RET/PTC1 but not BRAFV600E or RASG13R expressing cells, indicating that downstream kinases were not affected. SPP86 also inhibited RET signaling in MCF7 breast cancer cells. Additionally, RET- FAK crosstalk may play a key role in facilitating PTC1/RET and GDNF- RET induced activation of Akt and MAPK signaling in TPC1 and MCF7 cells.

  • 3. Amorati, Riccardo
    et al.
    Valgimigli, Luca
    Dinér, Peter
    Bakhtiari, Khadijeh
    Saeedi, Mina
    Engman, Lars
    Multi-faceted reactivity of alkyltellurophenols towards peroxyl radicals: Catalytic antioxidant versus thiol-depletion effect2013In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 19, no 23, p. 7510-7522Article in journal (Refereed)
    Abstract [en]

    Hydroxyaryl alkyl tellurides are effective antioxidants both in organic solution and aqueous biphasic systems. They react by an unconventional mechanism with ROO. radicals with rate constants as high as 107 M−1 s−1 at 303 K, outperforming common phenols. The reactions proceed by oxygen atom transfer to tellurium followed by hydrogen atom transfer to the resulting RO. radical from the phenolic OH. The reaction rates do not reflect the electronic properties of the ring substituents and, because the reactions occur in a solvent cage, quenching is more efficient when the OH and TeR groups have an ortho arrangement. In the presence of thiols, hydroxyaryl alkyl tellurides act as catalytic antioxidants towards both hydroperoxides (mimicking the glutathione peroxidases) and peroxyl radicals. The high efficiency of the quenching of the peroxyl radicals and hydroperoxides could be advantageous under normal cellular conditions, but pro-oxidative (thiol depletion) when thiol concentrations are low.

  • 4. Bertelsen, Søren
    et al.
    Dinér, Peter
    Johansen, Rasmus Lyng
    Jørgensen, Karl Anker
    Asymmetric organocatalytic beta-hydroxylation of alpha, beta-unsaturated aldehydes2007In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 129 1536-1537, no 6, p. 1536-1537Article in journal (Refereed)
    Abstract [en]

    The first catalytic enantioselective β-hydroxylation of α,β-unsaturated aldehydes is presented. Using commercially available (E)-benzaldehyde oxime in the presence of 2-[bis(3,5-bis-trifluoromethyl-phenyl)trimethyl-silanyloxymethyl]pyrrolidine as organocatalyst, the corresponding chiral carbonyl β-oxime ethers are obtained in high yields and with excellent enantioselectivities. These optically active carbonyl and hydroxy β-oxime ethers are highly interesting biological compounds in, e.g., sex pheromone analogues, highly potent antiinflammatory agents, and penicillin and cephalosporin analogues. The chiral carbonyl β-oxime ethers can be reduced to the corresponding 1,3-diols in high yields. Furthermore, the organocatalytic enantioselective β-hydroxylation of α,β-unsaturated aldehydes could be performed on gram scale without loss of enantioselectivity.

  • 5. Bertelsen, Søren
    et al.
    Marigo, Mauro
    Brandes, Sebastian
    Dinér, Peter
    Jørgensen, Karl Anker
    Dienamine catalysis: organocatalytic asymmetric gamma-amination of alpha,beta-unsaturated aldehydes2006In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 128, no 39, p. 12973-12980Article in journal (Refereed)
  • 6.
    Blomkvist, Björn
    et al.
    KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry.
    Dinér, Peter
    KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry.
    HBF4 center dot DEE-catalyzed formation of sulfinyl imines: Synthesis and mechanistic studies2018In: Tetrahedron Letters, ISSN 0040-4039, E-ISSN 1359-8562, Vol. 59, no 13, p. 1249-1253Article in journal (Refereed)
    Abstract [en]

    A mild acid-catalysed method is reported for the formation of sulfinyl imines from tert-butanesulfinamide and aromatic or aliphatic aldehydes using tetrafluoroboric acid diethyletherate (10 mol%) in dichloromethane. Reactions were performed at room temperature and gave the corresponding sulfinyl imines in excellent yield after 2 h. A DFT study was performed and a mechanism for the reaction is postulated. 

  • 7. Diaz-Alvarez, Alba E.
    et al.
    Mesas-Sanchez, Laura
    Dinér, Peter
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry. Uppsala University, Sweden.
    Access to Optically Pure beta-Hydroxy Esters via Non-Enzymatic Kinetic Resolution by a Planar-Chiral DMAP Catalyst2014In: Molecules, ISSN 1420-3049, E-ISSN 1420-3049, Vol. 19, no 9, p. 14273-14291Article in journal (Refereed)
    Abstract [en]

    The development of new approaches to obtain optically pure beta-hydroxy esters is an important area in synthetic organic chemistry since they are precursors of other high value compounds. Herein, the kinetic resolution of racemic beta-hydroxy esters using a planar-chiral DMAP derivative catalyst is presented. Following this procedure, a range of aromatic beta-hydroxy esters was obtained in excellent selectivities (up to s = 107) and high enantiomeric excess (up to 99% ee). Furthermore, the utility of the present method was demonstrated in the synthesis of (S)-3-hydroxy-N-methyl-3-phenylpropanamide, a key intermediate for bioactive molecules such as fluoxetine, tomoxetine or nisoxetine, in its enantiomerically pure form.

  • 8. Dierckx, Anke
    et al.
    Dinér, Peter
    Department of Chemistry, Medicinal Chemistry, University of Gothenburg.
    El-Sagheer, A. H.
    Kumar, Joshi Dhruval
    Brown, T.
    Grøtli, Morten
    Wilhelmsson, Marcus
    Wilhelmsson, L Marcus
    Characterization of photophysical and base-mimicking properties of a novel fluorescent adenine analogue in DNA2011In: Nucleic Acids Research, ISSN 0305-1048, E-ISSN 1362-4962, Vol. 34, no 10, p. 4513-4524Article in journal (Refereed)
  • 9.
    Dinér, Peter
    University of Gothenburg.
    Alkane activation by superacids and enantioselective reactions with chiral lithium amides: computational and experimental mechanistic studies2005Doctoral thesis, comprehensive summary (Other academic)
  • 10.
    Dinér, Peter
    Uppsala University.
    Catalytic asymmetric chiral lithium amide-promoted epoxide rearrangement: a NMR spectroscopic and kinetic investigation2010In: Tetrahedron: asymmetry, ISSN 0957-4166, E-ISSN 1362-511X, Vol. 21, no 21-22, p. 2733-2739Article in journal (Refereed)
  • 11.
    Dinér, Peter
    Uppsala University.
    Superacid-Promoted Ionization of Alkanes Without Carbonium Ion Formation: A Density Functional Theory Study2012In: Journal of Physical Chemistry A, ISSN 1089-5639, E-ISSN 1520-5215, Vol. 116, no 40, p. 9979-9984Article in journal (Refereed)
  • 12.
    Dinér, Peter
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Yttrium from Ytterby2016In: Nature Chemistry, ISSN 1755-4330, E-ISSN 1755-4349, Vol. 8, no 2, p. 192-192Article in journal (Refereed)
  • 13.
    Dinér, Peter
    et al.
    University of Gothenburg.
    Alao, John Patrick
    Söderlund, Johan
    Sunnerhagen, Per
    Grøtli, Morten
    Preparation of 3-Substituted-1-Isopropyl-1H-pyrazolo 3,4-d pyrimidin-4-amines as RET Kinase Inhibitors2012In: Journal of Medicinal Chemistry, ISSN 0022-2623, E-ISSN 1520-4804, Vol. 55 4872-4876, no 10, p. 4872-4876Article in journal (Refereed)
  • 14.
    Dinér, Peter
    et al.
    Department of Chemistry, University of Gothenburg.
    Amedjkouh, Mohamed
    Aminophosphonates as organocatalysts in the direct asymmetric aldol reaction towards syn selectivity in the presence of Lewis bases2006In: Organic and biomolecular chemistry, ISSN 1477-0520, E-ISSN 1477-0539, Vol. 4, no 11, p. 2091-2096Article in journal (Refereed)
  • 15.
    Dinér, Peter
    et al.
    University of Gothenburg.
    Andersson, T.
    Kjellén, J.
    Elbing, K.
    Hohmann, S.
    Grotli, M.
    Short cut to 1,2,3-triazole-based p38 MAP kinase inhibitors via [3+2]-cycloaddition chemistry2009In: New Journal of Chemistry, ISSN 1144-0546, E-ISSN 1369-9261, Vol. 331010-1016, no 5, p. 1010-1016Article in journal (Refereed)
  • 16.
    Dinér, Peter
    et al.
    Danish National Research Foundation, Aarhus University.
    Kjaersgaard, Anne
    Lie, Mette Alstrup
    Jørgensen, Karl Anker
    On the origin of the stereoselectivity in organocatalysed reactions with trimethylsilyl-protected Diarylprolinol2008In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 14, no 1, p. 122-127Article in journal (Refereed)
  • 17.
    Dinér, Peter
    et al.
    Danish National Research Foundation, Aarhus University.
    Nielsen, Martin
    Bertelsen, Søren
    Niess, Barbara
    Jørgensen, Karl Anker
    Enantioselective hydroxylation of nitroalkenes: an organocatalytic approach2007In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, no 35, p. 3646-3648Article in journal (Refereed)
  • 18.
    Dinér, Peter
    et al.
    Danish National Research Foundation, Aarhus University.
    Nielsen, Martin
    Marigo, Mauro
    Jørgensen, Karl Anker
    Enantioselective organocatalytic conjugate addition of N heterocycles to alpha,beta-unsaturated aldehydes2007In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 46, no 12, p. 1983-1987Article in journal (Refereed)
  • 19.
    Dinér, Peter
    et al.
    University of Gothenburg.
    Pettersen, Daniel
    Nilsson Lill, Sten O.
    Ahlberg, Per
    Investigation of site selectivity of the stereoselective deprotonation of cyclohexene oxide using kinetic resolution of isotopic enantiomers in natural abundance2005In: Tetrahedron: asymmetry, ISSN 0957-4166, E-ISSN 1362-511X, Vol. 162665-2671, no 15, p. 2665-2671Article in journal (Refereed)
  • 20.
    Dinér, Peter
    et al.
    KTH, School of Chemical Science and Engineering (CHE), Chemistry.
    Sadhukhan, Arghya
    KTH, School of Chemical Science and Engineering (CHE), Chemistry.
    Blomkvist, Björn
    KTH, School of Chemical Science and Engineering (CHE), Chemistry.
    Chiral Sulfinamides as Highly Enantioselective Organocatalysts2014In: ChemCatChem, ISSN 1867-3880, E-ISSN 1867-3899, Vol. 6, no 11, p. 3063-3066Article in journal (Refereed)
  • 21.
    Dinér, Peter
    et al.
    University of Gothenburg.
    Veide Vilg, Jenny
    Kjellén, Jimmy
    Andersson, Terese
    Hohmann, Stefan
    Tamás, Markus J.
    Grøtli, Morten
    Highly selective, cell-permeable and fast-acting wild-type Hog1 inhibitors as tools for studying cellular function of kinases2009In: Functional Genomics Symposium: Chemical Biology – Molecules to Probe Life, Gothenburg, Sweden, University of Gothenburg , 2009Conference paper (Refereed)
  • 22.
    Dinér, Peter
    et al.
    University of Gothenburg.
    Veide Vilg, Jenny
    Kjellén, Jimmy
    Migdal, Iwona
    Andersson, Terese
    Gebbia, Marinella
    Giaever, Guri
    Nislow, Corey
    Hohmann, Stefan
    Wysocki, Robert
    Tamás, Markus J.
    Grøtli, Morten
    Design, synthesis, and characterization of a highly effective Hog1 inhibitor: a powerful tool for analyzing MAP kinase signaling in yeast2011In: PLoS ONE, ISSN 1932-6203, E-ISSN 1932-6203, Vol. 6, no 5Article in journal (Refereed)
  • 23. Dinér, Peter
    et al.
    Veide Vilg, Jenny
    Kjellén, Jimmy
    Migdal, Iwona
    Andersson, Therese
    Hohmann, Stefan
    Wysocki, Robert
    Tamás, Markus J.
    Grøtli, Morten
    Design, synthesis and characterization of a highly effective Hog1 inhibitor: a powerful tool for analyzing MAP kinase signalling in yeast2010In: Yeast Genetics and Molecular Biology Meeting, Vancouver, Canada, 2010Conference paper (Refereed)
  • 24. Dinér, Peter
    et al.
    Vilg, J V
    Kjellen, J
    Iwona, M
    Andersson, T
    Hohmann, S
    Wysocki, R
    Tamas, M J
    Grotli, M
    Design, synthesis and characterization of a highly effective Hog1 inhibitor: a powerful tool for analyzing MAP kinase signaling in yeast2010In: Special Issue: Abstracts of the 35th FEBS Congress, Gothenburg, Sweden, 26 June - 1 July 2010, Wiley-Blackwell, 2010, Vol. 277Conference paper (Other academic)
  • 25. Dyrager, Christine
    et al.
    Börjesson, Karl
    Dinér, Peter
    University of Gothenburg.
    Elf, A.
    Albinsson, Bo
    Wilhelmsson, Marcus
    Grøtli, Morten
    Synthesis and Photophysical Characterisation of Fluorescent 8-(1H-1,2,3-Triazol-4-yl)adenosine Derivatives2009In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, no 10, p. 1515-1521Article in journal (Refereed)
  • 26. Dyrager, Christine
    et al.
    Nilsson Möllers, Linda
    Kjäll, Linda Karlsson
    Alao, John Patrick
    Dinér, Peter
    University of Gothenburg.
    Wallner, Fredrik
    Sunnerhagen, Per
    Grøtli, Morten
    Möllers, Linda N
    Design, synthesis, and biological evaluation of chromone-based p38 MAP kinase inhibitors2011In: Journal of Medicinal Chemistry, ISSN 0022-2623, E-ISSN 1520-4804, Vol. 54Article in journal (Refereed)
  • 27. Díaz-Álvarez, Alba E.
    et al.
    Mesas Sanchez, Laura
    Dinér, Peter
    Uppsala University.
    Non-Enzymatic Dynamic Kinetic Resolution of Secondary Aryl Alcohols: Planar Chiral Ferrocene and Ruthenium Catalysts in Cooperation2013In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 52502-504, no 2, p. 502-504Article in journal (Refereed)
  • 28. Díaz-Álvarez, Alba E.
    et al.
    Mesas-Sánchez, Laura
    Dinér, Peter
    Uppsala University.
    Nichtenzymatische dynamische kinetische Racematspaltung sekundärer Arylalkohole: planar-chirale Ferrocen- und Rutheniumkatalysatoren im Zusammenspiel2013In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 125, no 2, p. 522-524Article in journal (Refereed)
  • 29. Goeppert, Alain
    et al.
    Dinér, Peter
    Göteborg University.
    Ahlberg, Per
    Sommer, Jean
    Methane activation and oxidation in sulfuric acid2002In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 8, no 14, p. 3277-3283Article in journal (Refereed)
  • 30. Hamngren Blomqvist, Charlotte
    et al.
    Dinér, Peter
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Grøtli, Morten
    Goksör, Mattias
    Adiels, Caroline B.
    A Single-Cell Study of a Highly Effective Hog1 Inhibitor for in Situ Yeast Cell Manipulation2014In: Micromachines, ISSN 2072-666X, E-ISSN 2072-666X, Vol. 5, no 1, p. 81-96Article in journal (Refereed)
    Abstract [en]

    We present a single cell study of a highly effective Hog1 inhibitor. For this application, we used sequential treatment of a Saccharomyces cerevisiae cell array, with the Hog1 inhibitor and osmotic stress. For this purpose, a four-inlet microfluidic chamber with controlled introduction of two different cell strains within the same experimental setting and a subsequent rapid switching between treatments was designed. Multiple cell strains within the same experiment is a unique feature which is necessary for determining the expected absent cellular response. The nuclear translocation of the cytosolic MAPK, Hog1, was monitored by fluorescence imaging of Hog1-GFP on a single-cell level. An optical tweezers setup was used for controlled cell capture and array formation. Nuclear Hog1-GFP localization was impaired for treated cells, providing evidence of a congenial microfluidic setup, where the control cells within the experiments validated its appropriateness. The chamber enables multiple treatments with incubation times in the order of seconds and the possibility to remove either of the treatments during measurement. This flexibility and the possibility to use internal control cells ensures it a valuable scientific tool for unraveling the HOG pathway, similar signal transduction pathways and other biological mechanisms where temporal resolution and real time imaging is a prerequisite.

  • 31. Hamngren Blomqvist, Charlotte
    et al.
    Dinér, Peter
    Department of Chemistry – BMC, Uppsala university.
    Grøtli, Morten
    Goksör, Mattias
    Adiels, Caroline B.
    Hamngren, C.
    Design and evaluation of a microfluidic system for inhibition studies of yeast cell signaling2012In: Proceedings of SPIE: Optical Trapping and Optical Micromanipulation IX / [ed] Kishan Dholakia and Gabriel C. Spalding, SPIE - International Society for Optical Engineering, 2012, Vol. 8458, p. 84582K-Conference paper (Refereed)
    Abstract [en]

    In cell signaling, different perturbations lead to different responses and using traditional biological techniques that result in averaged data may obscure important cell-to-cell variations. The aim of this study was to develop and evaluate a four-inlet microfluidic system that enables single-cell analysis by investigating the effect on Hog1 localization post a selective Hog1 inhibitor treatment during osmotic stress. Optical tweezers was used to position yeast cells in an array of desired size and density inside the microfluidic system. By changing the flow rates through the inlet channels, controlled and rapid introduction of two different perturbations over the cell array was enabled. The placement of the cells was determined by diffusion rates flow simulations. The system was evaluated by monitoring the subcellular localization of a fluorescently tagged kinase of the yeast “High Osmolarity Glycerol” (HOG) pathway, Hog1-GFP. By sequential treatment of the yeast cells with a selective Hog1 kinase inhibitor and sorbitol, the subcellular localization of Hog1-GFP was analysed on a single-cell level. The results showed impaired Hog1-GFP nuclear localization, providing evidence of a congenial design. The setup made it possible to remove and add an agent within 2 seconds, which is valuable for investigating the dynamic signal transduction pathways and cannot be done using traditional methods. We are confident that the features of the four-inlet microfluidic system will be a valuable tool and hence contribute significantly to unravel the mechanisms of the HOG pathway and similar dynamic signal transduction pathways.

  • 32.
    Hertzberg, Robin
    et al.
    KTH, School of Chemical Science and Engineering (CHE), Chemistry.
    Dinér, Peter
    KTH, School of Chemical Science and Engineering (CHE), Chemistry. Division of Organic Chemistry .
    Moberg, Christina
    KTH, School of Chemical Science and Engineering (CHE), Chemistry.
    Palladium-Catalyzed C(sp3)–C(sp2) Cross-Couplings of O-(α-Bromoacyl) Cyanohydrins with Boronic Acids: An Entry to Enantio­enriched N-Acylated β-Amino Alcohols2016In: Synthesis (Stuttgart), ISSN 0039-7881, E-ISSN 1437-210X, Vol. 48, no 19Article in journal (Refereed)
    Abstract [en]

    Suzuki-type cross-coupling of enantiomerically enriched O-(α-bromoacyl) cyanohydrins with aromatic boronic acids substituted with electron-withdrawing or electron-donating groups gave the expected coupling products in high yields without racemization. These substrates exhibit higher reactivities than analogous substrates lacking the nitrile function, probably as a result of π-coordination of the nitrile to palladium. Reduction of the nitrile group of the products, with accompanying intramolecular acyl transfer, provides access to biologically interesting N-acylated β-amino alcohols.

  • 33. Klein, Michael
    et al.
    Dinér, Peter
    University of Gothenburg.
    Dorin-Semblat, Dominique
    Doerig, Christian
    Grøtli, Morten
    Synthesis of 3-(1,2,3-triazol-1-yl)- and 3-(1,2,3-triazol-4-yl)-substituted pyrazolo[3,4-d]pyrimidin-4-amines via click chemistry: potential inhibitors of the Plasmodium falciparum PfPK7 protein kinase2009In: Organic and biomolecular chemistry, ISSN 1477-0520, E-ISSN 1477-0539, Vol. 7, no 17, p. 3421-3429Article in journal (Refereed)
  • 34. Klein, Michael
    et al.
    Krainz, Karin
    Redwan, Itedale Namro
    Dinér, Peter
    Grøtli, Morten
    Synthesis of chiral 1,4-disubstituted-1,2,3-triazole derivatives from amino acids2009In: Molecules, ISSN 1420-3049, E-ISSN 1420-3049, Vol. 14, no 12, p. 5124-Article in journal (Refereed)
  • 35. Mesas-Sanchez, Laura
    et al.
    Diaz-Alvarez, Alba E.
    Koukal, Peter
    Dinér, Peter
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry. Uppsala University.
    Kinetic resolution of 2-hydroxy-2-aryl-ethylphosphonates by a non-enzymatic acylation catalyst2014In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 70, no 24, p. 3807-3811Article in journal (Refereed)
    Abstract [en]

    Optically pure hydroxyphosphonates are widely used as derivatizable compounds that can be incorporated into a variety of synthetic strategies for the preparation of other high value organic products. A non-enzymatic kinetic resolution procedure to obtain chiral 2-hydroxy-2-arylethylphosphonates from the easily available racemic counterparts is described. A range of 2-hydroxy-2-arylethylphosphonates was efficiently resolved employing a planar-chiral DMAP derived catalyst with good selectivities (up to S=68). The chiral hydroxyphosphonates were isolated in good yields and high enantiomeric excess (>94% ee).

  • 36.
    Mesas-Sanchez, Laura
    et al.
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Dinér, Peter
    KTH, School of Chemical Science and Engineering (CHE), Chemistry. Uppsala University, Sweden.
    A Mechanistic Investigation of the Kinetic Resolution of Secondary Aromatic Alcohols Using a Ferrocene-Based Planar Chiral 4-(Dimethylamino)pyridine Catalyst2015In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 21, no 14, p. 5623-5631Article in journal (Refereed)
    Abstract [en]

    A detailed computational and kinetic analysis of the acetylation of 1-phenylethanol with acetic anhydride catalyzed by planar chiral 4-(dimethylamino) pyridine (DMAP) catalyst ( )-1 is presented. The study includes a computational investigation of the potential-energy surface including the acylation and stereoselective transition states at the DFT level of theory. Experimentally, the kinetic study shows that the reaction proceeds in a first-order manner in catalyst, whereas both substrates, acetic anhydride and 1-phenylethanol, show fractional order, which is in accordance with steady-state conditions. The fractional order depends on an equilibrium between the free catalyst and the acetylated catalyst.

  • 37. Mesas-Sánchez, Laura
    et al.
    Díaz-Álvarez, Alba Estrella
    Dinér, Peter
    Uppsala University.
    Non-enzymatic kinetic resolution of 1,2-azidoalcohols using a planar-chiral DMAP derivative catalyst2013In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 69, no 2, p. 753-757Article in journal (Refereed)
  • 38. Nielsen, M
    et al.
    Bertelsen, S
    Dinér, Peter
    Johansen, R L
    Niess, B
    Jorgensen, K A
    ORGN 703-Two diverse approaches for asymmetric organocatalytic beta-hydroxylation of alpha,beta-unsaturated electrophiles2008In: Abstracts of Papers of the American Chemical Society, American Chemical Society (ACS), 2008, Vol. 235Conference paper (Other academic)
  • 39. Nielsen, M
    et al.
    Dinér, Peter
    Jiang, H
    Zhuang, W
    Bertelsen, S
    Marigo, M
    Nielsen, J B
    Niess, B
    Jorgensen, K A
    ORGN 12-Asymmetric organocatalytic heteroatomic alpha- and beta-functionalizations of alpha,beta-unsaturated electrophiles2008In: Abstracts of Papers of the American Chemical Society, American Chemical Society (ACS), 2008, Vol. 235Conference paper (Other academic)
  • 40. Nillsson Lill, S. O.
    et al.
    Dinér, Peter
    University of Gothenburg.
    Pettersen, D.
    Amedjkouh, M.
    Ahlberg, P.
    Nilsson Lill, Sten O.
    Development of chiral catalysts for stereoselective synthesis by deprotonations: Experimentation in Interplay with Computational Chemistry2004In: Advances in Quantum Chemistry, ISSN 0065-3276, E-ISSN 2162-8815, Vol. 47, p. 1-22Article in journal (Refereed)
  • 41. Nordström, Helena
    et al.
    Winquist, Johan
    Geitmann, Matthis
    Solbak, Sara
    Homan, Evert
    Dinér, Peter
    Hämäläinen, Markku
    Danielson, Helena
    Identification of Fragments for Design of HIV-1 Protease Inhibitors with Allosteric Mechanisms and New Resistance ProfilesManuscript (preprint) (Other academic)
  • 42. Pettersen, D.
    et al.
    Dinér, Peter
    University of Gothenburg.
    Amedjkouh, M.
    Ahlberg, P.
    Composition and structure of activated complexes in stereoselective deprotonation of cyclohexene oxide by a mixed dimer of chiral lithium amide and lithiated imidazole2004In: Tetrahedron: asymmetry, ISSN 0957-4166, E-ISSN 1362-511X, Vol. 15, no 10, p. 1607-1613Article in journal (Refereed)
  • 43. Poon, Jia-Fei
    et al.
    Alao, John Patrick
    Sunnerhagen, Per
    Dinér, Peter
    Uppsala University.
    Azastilbenes: a cut-off to p38 MAPK inhibitors2013In: Organic and biomolecular chemistry, ISSN 1477-0520, E-ISSN 1477-0539, Vol. 11, no 27Article in journal (Refereed)
  • 44.
    Prathap, Kaniraj Jeya
    et al.
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Wu, Qiong
    KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.
    Olsson, Richard T.
    KTH, School of Chemical Science and Engineering (CHE), Fibre and Polymer Technology.
    Dinér, Peter
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Catalytic Reductions and Tandem Reactions of Nitro Compounds Using in Situ Prepared Nickel Boride Catalyst in Nanocellulose Solution2017In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 19, no 18, p. 4746-4749Article in journal (Refereed)
    Abstract [en]

    A mild and efficient method for the in situ reduction of a wide range of nitroarenes and aliphatic nitrocompounds to amines in excellent yields using nickel chloride/sodium borohydride in a solution of TEMPO-oxidized nanocellulose in water (0.01 wt %) is described. The nanocellulose has a stabilizing effect on the catalyst, which increases the turnover number and enables low loading of nickel catalyst (0.1-0.25 mol % NiCl2). In addition, two tandem protocols were developed in which the in situ formed amines were either Boc-protected to carbamates or further reacted with an epoxide to yield β-amino alcohols in excellent yields.

  • 45. Sott, R.
    et al.
    Granander, J.
    Dinér, Peter
    Göteborg University.
    Hilmersson, G.
    Solution structures of chiral lithium amides with internal sulfide coordination: sulfide versus ether coordination in chiral lithium amides2004In: Tetrahedron: asymmetry, ISSN 0957-4166, E-ISSN 1362-511X, Vol. 15267-274, no 2, p. 267-274Article in journal (Refereed)
  • 46.
    Timmer, Brian
    et al.
    KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.
    Schaufelberger, Fredrik
    KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.
    Hammarberg, Daniel
    KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.
    Franzen, Johan.
    KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.
    Ramström, Olof
    KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.
    Dinér, Peter
    KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.
    Simple and Effective Integration of Green Chemistry and Sustainability Education into an Existing Organic Chemistry Course2018In: Journal of Chemical Education, ISSN 0021-9584, E-ISSN 1938-1328, Vol. 95, no 8, p. 1301-1306Article in journal (Refereed)
    Abstract [en]

    Green chemistry and sustainable development have become increasingly important topics for the education of future chemists. The cross-disciplinary nature of green chemistry and sustainable development often means these subjects are taught in conjunction with other subjects, such as organic chemistry and chemical engineering. Herein, a straightforward and efficient approach for vertical integration of green chemistry concepts within existing undergraduate organic chemistry courses is shown. The gradual self-evaluation, "greenification", and reassessment of an organic chemistry course at KTH Royal Institute of Technology from 2013 to 2017 is described, with particular focus on the laboratory course and a novel green chemistry project designed to promote sustainability thinking and reasoning. The laboratory project, which can also be conducted as an independent organic chemistry laboratory exercise, required students to critically evaluate variations of the same Pechmann condensation experiment according to the twelve principles of green chemistry. The course evaluation shows that, after the modifications, students feel more comfortable with the topics "green chemistry" and "sustainability" and consider these topics more important for their future careers. Furthermore, the ability of students to discuss and critically evaluate green chemistry parameters improved considerably as determined from the laboratory project reports.

  • 47. Verendel, J. Johan
    et al.
    Dinér, Peter
    Department of Chemistry – BMC, Uppsala university.
    Efficient, Low Temperature Production of Hydrogen from Methanol2013In: ChemCatChem, ISSN 1867-3880, E-ISSN 1867-3899, Vol. 5, no 10, p. 2795-2797Article, review/survey (Refereed)
  • 48.
    Wang, Lei
    et al.
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Duan, Lele
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Ambre, Ram B.
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Quentin, Daniel
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Chen, Hong
    Sun, Junliang
    Das, Biswanath
    Thapper, Anders
    Uhlig, Jens
    Dinér, Peter
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
    Sun, Licheng
    KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry. Dalian University of Technology (DUT), China.
    A Nickel (II) PY5 Complex as an Electrocatalyst for Water Oxidation2016In: Journal of Catalysis, ISSN 0021-9517, Vol. 335, p. 72-78Article in journal (Refereed)
    Abstract [en]

    A Ni-PY5 [PY5 = 2,6-bis(1,1-bis(2-pyridyl)ethyl)pyridine)] complex has been found to act as an electrocatalyst for oxidizing water to dioxygen in aqueous phosphate buffer solutions. The rate of water oxidation catalyzed by the Ni-PY5 is remarkably enhanced by the proton acceptor base HPO42−, with rate constant of 1820 M−1 s−1. Controlled potential bulk electrolysis with Ni-PY5 at pH 10.8 under an applied potential of 1.5 V vs. normal hydrogen electrode (NHE) resulted in dioxygen formation with a high faradaic efficiency over 90%. A detailed mechanistic study identifies the water nucleophilic attack pathway for water oxidation catalysis.

1 - 48 of 48
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