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Report | Regular issue | Vol 20, No. 7, 1983, pp.1341-1345
Published online, 1st January, 1970
DOI: 10.3987/R-1983-07-1341
The Synthesis of 2,2’:5’,3”-Terthiophene

Jacques Kagan, Sudershan K. Arora, Indra Prakash, and Ayse Üstünol

*Department of Chemistry, University of Illinois at Chicago, 845 West Taylor St., Chicago, IL 60607-7061, U.S.A.

Abstract

2,2’:5,3”-Terthiophene has been synthesized by two different routes. One utilized the Cadiot-Chodkiewicz coupling of 2-(bromoethynyl)thiophene with 3-ethynylthiophene, followed by sodium sulfide treatment of the resulting 1-(2-thienyl)-4-(3’-thienyl)-1,3-butadiyne. The other featured a Grignard reaction starting from 5-iodo-2,2’-bithiophene and 3-oxotetrahydrothiophene, followed by thermal aromatization with sulfur. The new terthiophene was an efficient singlet oxygen sensitizer.