A metal-amide dependent, catalytic C-H functionalisation of triphenylphosphonium methylide

作者：Nako Adi E; White Andrew J P; Crimmin Mark R^*

来源：Chemical Science, 2013, 4(2): 691-695.

DOI：10.1039/c2sc21123h

We report the [Y{N(SiMe3)(2)}(3)] catalysed dehydrocoupling of triphenylphosphonium methylide with phenylsilane to form the silylated ylide Ph3PCHSiH2Ph. Attempts to catalyse this reaction with the related group 2 hexamethyldisilazide base [Ca{N(SiMe3)(2)}(2)] led to the catalytic formation of the phosphine Ph2PCHSiH2Ph along with Ph2PMe in low selectivity, while group 1 bases [M{N(SiMe3)(2)}] (M = Li, Na, K) proved ineffective for both transformations. The stoichiometric reactions of Ph3PCH2 with [M{N(SiMe3)(2)}(n)] have been investigated and allowed the isolation and characterisation of a cyclometallated phosphonium methylide complex of yttrium.

• 出版日期2013