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Modulation of the structures and properties of bidipyrrin zinc complexes by introducing terminal alpha-methoxy groups
KTH, School of Biotechnology (BIO), Theoretical Chemistry and Biology.ORCID iD: 0000-0001-6508-8355
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2017 (English)In: Dyes and pigments, ISSN 0143-7208, E-ISSN 1873-3743, Vol. 137, p. 430-436Article in journal (Refereed) Published
Abstract [en]

A bidipyrrin nickel complex was synthesized in a high yield by oxidatively coupling between the ligands in the corresponding 2:1 (L:M) type of dipyrrin nickel complex, and further demetallation afforded the free bidipyrrin ligand. Interestingly, when treating the bidipyrrin nickel complex or the free bidipyrrin with FeCl3 in CH2Cl2/MeOH, the symmetric di-alpha-methoxy bidipyrrin could be synthesized in a high yield, with two methoxy groups attached to the terminal pyrrolic alpha-positions. Moreover, the coordination of the unsubstituted and disubstituted bidipyrrins with Zn(OAc)(2),2H(2)O afforded two similar M2L2 type of bidipyrrin helical complexes with different ligand conformations and different Zn center dot center dot center dot Zn distances of 5.353 and 3.357 angstrom, respectively. The difference in the conformations may be related to the electrostatic repulsions between the methoxy substituents. These results indicate that the dyes based on helical bidipyrrin zinc complexes with tunable structures and photophysical properties may be developed simply by modulating the terminal alpha-substituents.

Place, publisher, year, edition, pages
Elsevier, 2017. Vol. 137, p. 430-436
Keywords [en]
Bidipyrrins, alpha-Alkoxy bidipyrrins, Helical complexes, Conformations
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:kth:diva-199726DOI: 10.1016/j.dyepig.2016.10.038ISI: 000390182700050Scopus ID: 2-s2.0-85002719885OAI: oai:DiVA.org:kth-199726DiVA, id: diva2:1068790
Note

QC 20170126

Available from: 2017-01-26 Created: 2017-01-16 Last updated: 2017-11-29Bibliographically approved

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Li, XinÅgren, Hans

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