Iterative synthesis and characterization of cross-conjugated iso-polydiacetylenes

Y Zhao, K Campbell, RR Tykwinski

Index: Zhao, Yuming; Campbell, Katie; Tykwinski, Rik R. Journal of Organic Chemistry, 2002 , vol. 67, # 2 p. 336 - 344

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Citation Number: 44

Abstract

An iterative synthesis of cross-conjugated iso-polydiacetylenes (iso-PDAs) is reported based on three fundamental building blocks: vinyl triflates 8, 9, and 25. An efficient sequence of palladium-catalyzed cross-coupling reactions of vinyl triflates and terminal alkynes has been employed to extend the chain length of these oligomers. The longest member of the series, nonamer 19, spans 3.4 nm from Si to Si atom. The stability and solubility of the conjugated ...