
TY  - JOUR
A1  - Bolton, R 
A1  - Gates, PN 
A1  - Jones, SAW 
T1  - Borane Chemistry. II. Kinetics and Mechanism of Reaction of Chlorodipentylborane With Some Aldehydes
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1990
VL  - 43
IS  - 2
SP  - 293
EP  - 300
KW  - 
UR  - https://doi.org/10.1071/CH9900293 
N2  - 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. 
ER  -

