ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The steric requirements for the synchronous fragmentation of γ-aminohalides as previously postulated have been confirmed by a study of the solvolysis of stereoisomeric 3β- and 3β-chloro-tropanes and -nortropanes. 3β-chloro-tropanes (7 a) and 3β-chloro-nortropane (7 b), which fulfil the stereoelectronic requirements, undergo quantitative fragmentation in 80 vol.% ethanol. They react 1.35 × 104 and 1.35 × 103 times, respectively, as fast as the ‘homomorphous’ exo-3-chloro-bicyclo[3.2.1]octane (12 a). Fragmentation therefore takes place by the synchronous mechanism.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19660490815
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