Journal of the American Chemical Society p. 3527 - 3532 (1993)
Update date:2022-08-30
Topics:
Wiberg, Kenneth B.
Nakaji, David Y.
Morgan, Kathleen M.
The heat of hydrogenation of 1-azacyclopentene was determined via a measurement of the heat of hydrogenation of its trimer, and of the dissociation energy of the trimer. The observed ΔHhydrog was -15.9 ± 0.3 kcal/mol and is considerably smaller than that for cyclopentene (-26.9 ± 0.1 kcal/mol). The data were combined with the results of theoretical calculations (MP3/6-311++G**//RHF/6-31G*) to give information on the heats of formation, heats of hydrogenation, and strain energies of a number of cyclic and acyclic imines. The "resonance energy" of pyridine was estimated based on these data.
View MoreDoi:10.1021/acs.orglett.9b00558
(2019)Doi:10.1016/0022-1902(67)80110-6
(1967)Doi:10.1021/acs.joc.0c02663
(2021)Doi:10.1016/j.ica.2013.07.029
(2013)Doi:10.1007/BF00921867
()Doi:10.1039/p19960002629
(1996)