ISSN:
0009-2940
Keywords:
Cope rearrangement
;
Diradicals
;
Oxygen trapping
;
Energy well
;
Chemical activation
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Nonconcerted Cope-Rearrangement? 1,2,6,7-Cyclodecatetraene ThermolysisFrom the pressure and oxygen dependence of the trapping rate a two-step mechanism for the Cope rearrangement of the title compound is deduced, its energy profile established, and the heat of formation of the intermediate diradical 3 determined. In contrast to the meso compound the rearrangement of the rac isomer proceeds by two competing processes, a concerted and a nonconcerted pathway. The different behavior of the meso and rac compound can be correlated to the boat and chair geometry of the respective transition states.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921250330
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