433734-07-7Relevant academic research and scientific papers
Role of trace amine in the metathesis of imines by CpTa(=NR)Cl2
Burland, Matthew C.,Pontz, Timothy W.,Meyer, Tara Y.
, p. 1933 - 1941 (2008/10/08)
Tantalum imido compound CpTa(=NBut)Cl2 (1) reacts with imines to give NR exchange (metathesis) products. Addition of a 1:1 mixture of two different imines resulted in catalytic cross metathesis of the two imines to give an equilibrium mixture of imines. Kinetic studies of the reaction of 1 with excess imine (But)HC=N(p-tolyl) (2a) gave an average kobs of 1.29 × 10-4 min-1 (σ 0.28). Pseudo-first-order behavior was observed for 1. The dependence of kobs on the concentration of 2a was found to be nonlinear and dependent on catalytic amounts of contaminant amine p-tolylamine (9). Reaction of 1 with tert-butylamine (6) results in the formation of the imide/amide CpTa(=NBut)(NHBut)Cl (7) and HCl. Compound 7 did not react with imines to give exchange products, so it is proposed that the reaction of 1 with imines is significantly accelerated by the presence of HCl.
