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Selective Positioning of CB 8 on Two Linked Viologens and Electrochemically Driven Movement of the Host Molecule
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Centres, Centre of Molecular Devices, CMD.
KTH, School of Chemical Science and Engineering (CHE), Centres, Centre of Molecular Devices, CMD.
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2009 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, no 8, 1163-1172 p.Article in journal (Refereed) Published
Abstract [en]

The binding interactions between cucurbit[8]uril (CB[8]) and a dicationic guest N,N-dimethyl-3,3'-dimethyl-4,4'-bipyridinium (DMV2+) have been investigated by various experimental techniques including NMR, ESI-MS, and UV/Vis and fluorescence spectroscopy. In a three-component system consisting of CB[81, N,N-dimethyl-4,4'-bipyridinium (MV2+) and DMV2+, CB[8] was found to exhibit a higher binding affinity to DMV2+ than to MV2+, When DMV2+ was connected to MV2+ by an alkyl chain, the first equiv. of CB[8] could be selectively positioned on the DMV2+ moiety, and then a second equiv. of CB[8] was positioned on the MV2+ moiety. Spectroelectrochemical studies showed that upon the reduction of this system at -0.6 V vs. AgCl, the CB[8] could move from the DMV2+ moiety to the MV+center dot radical, which formed a dimer inside the CB[8] cavity. Molecular oxygen quenched the dimer, and the CB[8] moved back to the DMV2+ moiety, indicating it molecular movement driven by electrochemistry. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

Place, publisher, year, edition, pages
2009. no 8, 1163-1172 p.
Identifiers
URN: urn:nbn:se:kth:diva-18254DOI: 10.1002/ejoc.200801012ISI: 000264308100009Scopus ID: 2-s2.0-62249117106OAI: oai:DiVA.org:kth-18254DiVA: diva2:336300
Note

QC 20100525

Available from: 2010-08-05 Created: 2010-08-05 Last updated: 2016-12-19Bibliographically approved
In thesis
1. Supramolecular chemistry based on redox-active components and cucurbit[n]urils
Open this publication in new window or tab >>Supramolecular chemistry based on redox-active components and cucurbit[n]urils
2010 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

This thesis describes the host-guest chemistry between Cucurbit[7]uril (CB[7]) and CB[8] and a series of guests including bispyridinium cations, phenols and  napthalenes. These guests are bound to ruthenium polypyridine complexes or ruthenium based water oxidation catalysts (WOCs). The investigations are based upon utilizing the covalently linked photosensitizer and the electronic effects and chemical processes are investigated.

Place, publisher, year, edition, pages
Stockholm: KTH, 2010. 59 p.
Series
Trita-CHE-Report, ISSN 1654-1081 ; 2010:38
Keyword
Cucurbit[n]uril, redox-active, viologen, light-driven, water oxidation, molecular motor
National Category
Chemical Sciences
Identifiers
urn:nbn:se:kth:diva-24730 (URN)978-91-7415-742-0 (ISBN)
Public defence
2010-10-15, F3, Lindstedtsvägen 26, KTH, Stockholm, 10:00 (English)
Opponent
Supervisors
Note
QC 20100927Available from: 2010-09-27 Created: 2010-09-24 Last updated: 2011-12-12Bibliographically approved

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Sun, Licheng

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