Tetrahedron

Silylation as a protective method in acetylene chemistry: Polyyne chain extensions using the reagents, Et3Si (C C) mH (m= 1, 2, 4) in mixed oxidative couplings

TR Johnson, DRM Walton

Index: Johnson,T.R.; Walton,D.R.M. Tetrahedron, 1972 , vol. 28, p. 5221 - 5236

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Citation Number: 96

Abstract

The reagents, Et3Si (C C) mH (m= 1, 2, 4), employed as one component in mixed oxidative couplings (Hay technique), allow extension of terminal polyyne chains by up to four yne- units in a single step, thereby providing competitive and moderately efficient alternatives to older polyacetylene syntheses founded upon elimination processes. The following examples illustrate the method:(R= Mesityl) R (C C) 2H (IV)+ Et3SiC CH (excess)→ R ( ...