ISSN:
0009-2940
Keywords:
Diradicals
;
NO and O2 trapping
;
Heat of formation
;
Energy well
;
Rearrangments
;
Bergman cyclisation
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The Energy Well of Diradicals, V[1]. - 1,3,5-Cyclohexatriene-1,4-diyl and 2,4-Cyclohexadiene-1,4-diylThe energy profile of the Bergman rearrangement of (Z)-3-hexene-1,5-diyne (4) has been established from the NO and oxygen dependance of the trapping rate of the intermediate diradical 1 which leads to a heat of formation for 1,4-didehy-drobenzene (1) of δHOf= 138.0 ± 1.0 kcal . morl-1. By the same technique the heat of formation of 1,2,4-cyclohexatriene (2), generated by thermolysis of (Z)-1,3-hexadien-5-yne (10), gives δHOf = 105.1 ± 1.0 kcal . mol-1 which indicates a high diradical character for 2.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19941270929
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