Journal of organometallic chemistry

A convenient short cut from aromatic iodides to alkynylstannanes and their use for the straightforward preparation of polyacetylene and polymetallaacetylene polymers

E Antonelli, P Rosi, CL Sterzo, E Viola

Index: Antonelli, Eleonora; Rosi, Patrizia; Lo Sterzo, Claudio; Viola, Egidio Journal of Organometallic Chemistry, 1999 , vol. 578, # 1-2 p. 210 - 222

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Citation Number: 44

Abstract

The palladium-catalyzed cross-coupling reaction (Stille coupling) of aromatic iodides Ar I and tributyl (ethynyl) tin Bu3SnC CH form the aromatic acetylides Ar C CH and the side product tributyltin iodide Bu3SnI in equimolar amount. In situ addition of lithium diisopropylamide (LDA) to this crude mixture directly affords the tributyl (ethynyl) tin aromatics Ar C C SnBu3 in high yield. In the case of the bis (iodoaromatic) I Ar I ( ...