Concurrent N-H and alpha-C-H bond activations of pyrrolidine and piperidine under ambient conditions by 18e tungsten allyl nitrosyl complexes

Jenkins Y K Tsang; Chikako Fujita-Takayama; Miriam S A Buschhaus; Brian O Patrick; Peter Legzdins

doi:10.1021/ja065663g

Concurrent N-H and alpha-C-H bond activations of pyrrolidine and piperidine under ambient conditions by 18e tungsten allyl nitrosyl complexes

J Am Chem Soc. 2006 Nov 22;128(46):14762-3. doi: 10.1021/ja065663g.

Authors

Jenkins Y K Tsang¹, Chikako Fujita-Takayama, Miriam S A Buschhaus, Brian O Patrick, Peter Legzdins

Affiliation

¹ Department of Chemistry, The University of British Columbia, Vancouver, British Columbia, Canada V6T 1Z1.

PMID: 17105259
DOI: 10.1021/ja065663g

Abstract

18e Cp*W(NO)(CH2CMe3)(eta3-allyl) complexes effect concurrent N-H and alpha-C-H bond activations of cyclic, saturated amines under mild conditions, the conversions involving pyrrolidine being shown. In a similar manner, treatment of Cp*W(NO)(CH2CMe3)(eta3-3,3-Me2C3H3) with piperidine at room temperature results in the clean formation of the alkyl amido complex, Cp*W(NO)(CH2CMe3)(NC5H9CMe2CHCH2).