Large π-Conjugated Chromophores Derived from Tetrathiafulvalene

Jia, Hongpeng; Ding, Jie; Hauser, Andreas; Decurtins, Silvio; Liu, Shi-Xia (2014). Large π-Conjugated Chromophores Derived from Tetrathiafulvalene. Asian Journal of Organic Chemistry, 3(2), pp. 198-202. Wiley 10.1002/ajoc.201300144

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A large π-conjugated chromophore composed of two dipyrido[3,2-a:2′,3′-c]phenazine units directly fused to the central tetrathiafulvalene core has been prepared as a bridging ligand and its strong binding ability to Ru2+ to form a new dinuclear complex is presented. The electronic absorption and luminescence spectra and the electrochemical behavior of the free ligand and the Ru2+ complex have been investigated in detail. The free ligand shows a very strong band in the UV region consistent with ligand-centered π–π* transitions and an intense broad band in the visible region that corresponds to an intramolecular charge-transfer (ILCT) transition. Upon coordination, a metal-to-ligand charge-transfer band appears at 22520 cm−1, and the ILCT band is bathochromically shifted by 1620 cm−1. These electrochemically amphoteric chromophores have also been characterized by spectro-electrochemical methods. The oxidized radical species of the free ligand show a strong tendency to undergo aggregation, in which long-distance attractive interactions overcome the electrostatic repulsion. Moreover, these two new chromophores reveal an ILCT fluorescence with large solvent-dependent Stokes shifts and quantum efficiencies of 0.052 for the free ligand and 0.016 for its dinuclear Ru2+ complex in CH2Cl2.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Departement of Chemistry and Biochemistry

UniBE Contributor:

Decurtins, Silvio and Liu, Shi-Xia

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

2193-5807

Publisher:

Wiley

Language:

English

Submitter:

Silvio Decurtins

Date Deposited:

19 Mar 2015 14:09

Last Modified:

26 Aug 2015 13:19

Publisher DOI:

10.1002/ajoc.201300144

URI:

https://boris.unibe.ch/id/eprint/65741

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