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Vinylic vs allylic deprotonation: An ab initio molecular orbital study of 2,3-dihydrooxepin and 1,3-cycloheptadiene

โœ Scribed by Trevor D. Power; John F. Sebastian

Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
208 KB
Volume
37
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

The 2,3-dihydrooxepin ring opens upon deprotonation with strong base presumably through an allylic anion which is predicted to be 15 kcahmol lower in energy than the vinylic anion. Allylic deprotonation occurs with ally1 angle expansion whereas vinylic deprotonation results in vinyl angle

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