Dimetallation of phenylacetylene. Synthesis of ortho??substituted derivatives of phenylacetylene, benzo [b] selenophene and benzo [b] tellurophene

L Brandsma, H Hommes, HD Verkruijsse…

Index: Brandsma, L.; Hommes, H.; Verkruijsse, H. D.; Jong, R. L. P. de Recueil des Travaux Chimiques des Pays-Bas, 1985 , vol. 104, # 9 p. 226 - 230

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Citation Number: 42

Abstract

Abstract Phenylacetylene can be dimetallated in two ways. o-KC 6 H 4-C [TRIPLE BOND] C- Li is formed by treating phenylacetylene at− 70 C with two equivalents of butyllithium and one equivalent of potassium tert-butoxide in a mixture of tetrahydrofuran and hexane. The dimetallation with BuLi-N, N, N′, N′-tetramethylethanediamine (TMEDA) affords a mixture of about 15%(m+ p)-Li-C 6 H 4-C [TRIPLE BOND] C Li and 85% o-Li-C 6 H 4-C [TRIPLE ...

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