ISSN:
0894-3230
Keywords:
Organic Chemistry
;
Physical Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
Semi-empirical AM1 theoretical calculations were carried out on the pentaphenylethyl and 9-trityfluorenyl free radicals, related radicals and their precursor hydrocarbons. Previous reports of the preparation of the former radical have been questioned, although the existence of the second is on secure ground. Based on simple energy considerations, it is concluded that pentaphenylethyl should be as readily prepared. However, the acidity of the precursor hydrocarbon is considerably less than that of 9-tritylfluorene, and possible radical decomposition via dissociation to triphenylmethyl and diphenylcarbene is calculated to be more facile than the corresponding decomposition of 9-tritylfluorenyl. A previous postulation of a rapid phenyl equilibration of the pentaphenylethyl radical is shown to be untenable.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/poc.610080307
