The Journal of Organic Chemistry

Transmetalation and reverse transmetalation on ortho-activated aromatic compounds: a direct route to o, o'-disubstituted benzenes

PE Eaton, RM Martin

Index: Eaton, Philip E.; Martin, Ronald M. Journal of Organic Chemistry, 1988 , vol. 53, # 12 p. 2728 - 2732

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Citation Number: 40

Abstract

Mercury substitution ortho to appropriately activated benzenes was achieved by using the reagent lithium tetramethylpiperidide (LiTMP)/mercuric chloride. LiTMP provides for lithiation ortho to the activating group; HgC12 functions as an in situ trap effecting mercury-for-lithium transmetalation. Ortho, ortho'-dimercuration was also observed; this occurs by iteration of the transmetalation process. The effects of major variables on these reactions were studied by ...

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