Abstract
The α-C-H bond dissociation energies of 14 tertiary, trialkyl- and arylalkylamines have been measured by photoacoustic calorimetry (PAC). In general, the data lead to an upward revision of the bond dissociation energies (BDE's). The effects of α-phenyl and α-vinyl substitution have been quantified for the first time. α-Phenyl substitution was found to have a significantly smaller effect on lowering α-C-H BDE's than α-vinyl substitution. These data provide a thermochemical confirmation of the stereoelectronic hypothesis proposed by Lewis et al. in 1982.
Original language | English (US) |
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Pages (from-to) | 427-431 |
Number of pages | 5 |
Journal | Journal of Organic Chemistry |
Volume | 64 |
Issue number | 2 |
DOIs | |
State | Published - Jan 22 1999 |
Externally published | Yes |
ASJC Scopus subject areas
- Organic Chemistry