Tetrahedron Letters

Interaction of t-butyllithium and triphenylmethylenephosphoranes

K Korth, J Sundermeyer

Index: Korth, Karsten; Sundermeyer, Joerg Tetrahedron Letters, 2000 , vol. 41, # 29 p. 5461 - 5464

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Citation Number: 9

Abstract

NMR experiments show that a directed ortho-metalation occurs at one of the aromatic rings of triphenylmethylenephosphoranes (Ph3P-CHR, R= H, Me) when the phosphorus ylide is treated with 1 equiv. t-BuLi. If pre-coordination of t-BuLi is inhibited by a sterically demanding and electron-withdrawing substituent (R= SiMe3) no metalation is observed.

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