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3-Halocyclohexanones. Torsion angle changes after cation-carbonyl complexation dictate the facial selectivity in reactions with nucleophiles: An ab initio investigation

✍ Scribed by Duraiswamy A. Jeyaraj; Veejendra K. Yadav

Book ID: 104257726
Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 254 KB
Volume: 38
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(97)01376-2

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✦ Synopsis

The geometrical changes that take place after complexation of the carbonyl oxygen of 3halocyclohexanones with prototypical cations such as H + and Li + were calculated using ab initio MO methods at 6-31G level. The torsion angle changes interpret rationally the experimentally known axial preference of the 3-eq-derivatives and the axial preference (predicted from transition slate calculations) of the 3-ax-species.

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