Kinetics and Mechanism for the Elimination of Hydrogen between Dimethylaluminum Hydride and N-Methylaniline.
Abstract
The rate of elimination of hydrogen from dimethylaluminum hydride and N-methylaniline has been measured at -63 deg. in toluence solution. Reaction conditions include equal concentrations of dimethylaluminum hydride and the amine, and pseudo first order conditions with excess amine. The kinetic data are consistent with a second order rate law which is complicated by an equilibrium. The following steps of the mechanism determine the rate of elimination of hydrogen. H(CH3)2A1 + N(C6H5)(CH3)H yield H(CH3)2(A1N(C6H5)(CH3)H H(CH3)2A1 + N(C6H5)(CH3)H yield H2 + (CH3)2A1N(C6H5)(CH3). Results are consistent with the conclusion that adduct formation is a 'dead end' path for the elimination reaction. The elimination reaction is not a reaction of a performed adduct. The factors responsible for the formation of only a dimeric aluminum-nitrogen product, ((CH3)2A1N(C6H5)(CH3))2, and the predomiance of the cis isomer over the trans (80/20%) are discussed.
Document Details
- Document Type
- Technical Report
- Publication Date
- Mar 05, 1979
- Accession Number
- ADA065889
Entities
People
- Claire Tessier-youngs
- O. T. Beachley Jr.
Organizations
- University at Buffalo