Rearrangements of p-LiC 6 H 4 SMR 3 to pR 3 MC 6 H 4 SLi compounds (M= Ge OR Si). A novel synthesis of organogermyl-and-silylbenzene thiols

AR Bassindale, DRM Walton

Index: Bassindale,A.R.; Walton,D.R.M. Journal of Organometallic Chemistry, 1970 , vol. 25, p. 389 - 393

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Citation Number: 16

Abstract

Abstract Organolithium reagents prepared from BrC 6 H 4 SMR 3 compounds (R 3 M= Me 3 Si, Et 3 Si, PhMe 2 Si, Me 3 Ge) and butyllithium rearrange rapidly in ether solution to R 3 MC 6 H 4 SLi species, which upon treatment with water yield benzene thiols R 3 MC 6 H 4 SH. Under Wurtz—Fittig “in situ” conditions the organosodium intermediate NaC 6 H 4 SSiMe 3 does not rearrange but couples normally with Et 3 SiBr to give Et 3 SiC 6 H 4 ...