Preparation and Coupling Reactions of Alkynyl (phenyl) iodonium Salts Bearing Long Alkoxy Chains. Formation of Liquid-Crystalline Diacetylenes

…, H Taniguchi, M Matsumoto, Y Sano

Index: Kitamura, Tsugio; Lee, Chi Han; Taniguchi, Hiroshi; Matsumoto, Masaru; Sano, Youich Journal of Organic Chemistry, 1994 , vol. 59, # 26 p. 8053 - 8057

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Citation Number: 33

Abstract

Alkynyl (pheny1) iodonium tosylates with long alkoxy chains, such as (octy1oxy)-,(decyloxyl- ,(dodecy1oxy)-, and (tetradecyloxy) phenyl, were prepared by reaction of the corresponding alkynes with hydroxy (tosy1oxy) iodobenzene. The alkynyliodonium tosylates were allowed to react with alkynylcopper reagents (p-RC6H&W) zCu (CN) Li2, where R= MeO, Me, H, Br, CN, and NOz. The coupling reaction proceeded under mild conditions to provide ...