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Ru catalyzed cyclodimerization of bis(2-thienyl)acetylene and bis(3-thienyl)acetylene. Synthesis properties of 4,5,6-tris(2-thienyl)benzo(b)thiophene and 5,6,7-tris(3-thienyl)benzo[b]thiophene

✍ Scribed by Ping Lu; Jian Li; William P. Weber; Guoping Cai

Publisher: Journal of Heterocyclic Chemistry
Year: 2002
Tongue: English
Weight: 27 KB
Volume: 39
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570390112

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✦ Synopsis

Abstract

Activated dihydridocarbonyltris(triphenylphosphine)ruthenium catalyzes the cyclodimerization of both bis(2‐thienyl)acetylene and bis(3‐thienyl)acetylene to yield, respectively, 4,5,6‐tris(2′‐thienyl)‐benzo[b]thiophene and 5,6,7‐tris(3′‐thienyl)benzo[b]thiophene. These fluoresce in the blue. Both undergo irreversible one electron oxidation at & sim1.1 mV versus Ag/Ag^+^ electrode, consistent with oxidation of the benzo[b]thiophene nuclei rather than the substituent thiophene rings.

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