
%0 Journal Article
%A Bolton, R 
%A Gates, PN 
%A Jones, SAW 
%T Borane Chemistry. II. Kinetics and Mechanism of Reaction of Chlorodipentylborane With Some Aldehydes
%J Australian Journal of Chemistry
%D 1990/02/01
%V 43
%N 2
%P 293-300
%K 
%R https://doi.org/10.1071/CH9900293
%U https://www.publish.csiro.au/paper/CH9900293 
%X Chlorodipentylborane causes extensive polymerization of aliphatic aldehydes , even in low concentrations and at 273 K, but its reaction with aromatic aldehydes is more controlled, and allows the study of the rates and products of its addition to a range of these aldehydes by using 1H, 11B and 13C n.m.r. spectroscopy. The second-order rate constant (282 K) for the formation of pent-1-ene increases as the para substituent in benzaldehyde changes in the sequence NMe2, OMe , H, Cl , NO2; the derived Hammett p value (1.6; CDCl3, 282 K) suggests a transition state involving hydride ion transfer to carbonyl oxygen. The significance of an adduct as an intermediate in the reaction is discussed. 
