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Benzo[b]thiophene-Fused Boron and Silicon Ladder Acenes

Lookup NU author(s): Dr Ross Harrington, Professor William Clegg

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Abstract

Synthetic routes to three new heteroacene compounds in which two benzo[b]thienyl units are bridged by dimethylsilyl and/or mesitylboryl units are described. In the Si/Si and Si/B compounds 1-syn and 3-syn, respectively, the sulfur atoms of the flanking benzo[b]thiophenes are disposed in meta positions on the central six-membered heterocycle, while in the B/B compound 4-anti, they are para to each other; the reasons for this lie in the synthetic method employed to prepare 4-anti. All three compounds were crystallographically characterized and their photophysical properties examined. A comprehensive examination of their photophysical properties shows that they are weakly absorbing and fluorescing materials, with the diborin derivative 4-anti exhibiting the most red-shifted absorption maxima and largest fluorescence quantum yield.

Publication metadata

Author(s): Mercier LG, Piers WE, Harrington RW, Clegg W

Publication type: Article

Publication status: Published

Journal: Organometallics

Year: 2013

Volume: 32

Issue: 22

Pages: 6820-6826

Print publication date: 01/01/2013

ISSN (print): 0276-7333

ISSN (electronic): 1520-6041

Publisher: American Chemical Society

URL: http://dx.doi.org/10.1021/om4004187

DOI: 10.1021/om4004187

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