α-C-H bond dissociation energies of some tertiary amines
α-C-H bond dissociation energies of some tertiary amines
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DOI：
10.1021/jo9813843
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发表时间：
1999-01-22
影响因子：
3.6
通讯作者：
Gould, IR
中科院分区：
文献类型：
--
作者：
Dombrowski, GW;Dinnocenzo, JP;Gould, IR
用光声量热法（PAC）测定了14种叔胺、三烷基胺和芳烷基胺的α-C-H键离解能。一般来说，数据导致键离解能（BDE）向上修正。α-苯基和α-乙烯基取代的影响已被量化的第一次。发现α-苯基取代对降低α-C-H溴化二苯醚的影响明显小于α-乙烯基取代。这些数据为刘易斯等人在1982年提出的立体电子假说提供了热化学证实。
The alpha-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 alpha-phenyl and alpha-vinyl substitution have been quantified for the first time. alpha-Phenyl substitution was found to have a significantly smaller effect on lowering alpha-C-H BDE's than alpha-vinyl substitution. These data provide a thermochemical confirmation of the stereoelectronic hypothesis proposed by Lewis et al. in 1982.