The Di-t-Butylphosphinyl Directed ortho Metalation Group. Synthesis of Hindered Dialkylarylphosphines

Matthew Gray; Brian J. Chapell; Jakob Felding; Nicholas J. Taylor; Victor Snieckus

doi:10.1055/s-1998-1655

Synlett 1998; 1998(4): 422-424
DOI: 10.1055/s-1998-1655

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The Di-t-Butylphosphinyl Directed ortho Metalation Group. Synthesis of Hindered Dialkylarylphosphines

Matthew Gray^* , Brian J. Chapell, Jakob Felding, Nicholas J. Taylor, Victor Snieckus

^*Guelph-Waterloo Centre for Graduate Work in Chemistry, University of Waterloo, Waterloo, ON, Canada, N2L 3G1; E-mail: Snieckus@BuLi.UWaterloo.ca

Abstract

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Using the new P(O)^tBu₂ Directed Metalation Group, a variety of ortho-substituted aryl di-t-butylphenylphosphine oxides (2a-k) have been prepared, its relative metalation ability has been established, and reduction and homocoupling products (Scheme 4) have been obtained.

directed ortho metalation - ortho-substituted aryldi-t-butylphosphine oxides - 2,2′-bis(di-t-butylphosphinyl)biphenyl - comparative metalation of directed metalation groups

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