Issue 12, 1997

Isolation and structural characterisation of [{(Me3Si)2NMg[µ-OC(H)Ph2] ·(O[double bond, length as m-dash]CPh2)}2], an intermediate in the β-hydride transfer reaction between an alkyl(amido)magnesium and benzophenone

Abstract

The in situ reaction of Bu 2 Mg with 2 mol. equiv. of (Me 3 Si) 2 NH followed by addition of Ph 2 CO yields the heteroleptic amide/alkoxide complex [{(Me 3 Si) 2 NMg[µ-OC(H)Ph 2 ] ·(O[double bond, length as m-dash]CPh 2 )} 2 ] 1, whereas reaction of purified [{(Me 3 Si) 2 N} 2 Mg] 2 with Ph 2 CO results in formation of the solvate [{(Me 3 Si) 2 N} 2 Mg·(O [double bond, length as m-dash]CPh 2 ) 2 ] 3, the difference being due to incomplete amination of the bis(alkyl)magnesium compound resulting in β-hydride transfer to the ketone, which is the first example of this type of transformation using an alkyl(amido)magnesium reagent.

Article information

Article type
Paper

Chem. Commun., 1997, 1149-1150

Isolation and structural characterisation of [{(Me3Si)2NMg[µ-OC(H)Ph2] ·(O[double bond, length as m-dash]CPh2)}2], an intermediate in the β-hydride transfer reaction between an alkyl(amido)magnesium and benzophenone

K. W. Henderson, J. F. Allan and A. R. Kennedy, Chem. Commun., 1997, 1149 DOI: 10.1039/A701875D

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