A tetrathiafulvalene-functionalized schiff base macrocycle: synthesis, electrochemical, and photophysical properties

Ran, Ying-Fen; Blum, Carmen; Liu, Shi-Xia; Sanguinet, Lionel; Levillain, Eric; Decurtins, Silvio (2011). A tetrathiafulvalene-functionalized schiff base macrocycle: synthesis, electrochemical, and photophysical properties. Tetrahedron, 67(9), pp. 1623-1627. Kidlington, UK: Elsevier Science 10.1016/j.tet.2011.01.011

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Highly selective formation of 2+2 macrocycle 1 from 2,5-bis(3-formyl-2-hydroxyphenyl)-1,3,4-oxadiazole and a diamine-functionalized tetrathiafulvalene derivative is reported. Its electronic properties have been studied experimentally by the combination of electrochemistry and UV-vis-NIR spectroscopy. Particularly, its largely extended pi-conjugation renders this novel macrocycle simultaneously a good multielectron donor and a strong chromophore, which is rationalized on the basis of density functional theory. (C) 2011 Elsevier Ltd. All rights reserved.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP)

UniBE Contributor:

Ran, Ying-Fen, Blum, Carmen, Liu, Shi-Xia, Decurtins, Silvio

ISSN:

0040-4020

Publisher:

Elsevier Science

Language:

English

Submitter:

Factscience Import

Date Deposited:

04 Oct 2013 14:26

Last Modified:

05 Dec 2022 14:08

Publisher DOI:

10.1016/j.tet.2011.01.011

Web of Science ID:

000288044600003

URI:

https://boris.unibe.ch/id/eprint/9573 (FactScience: 215330)

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