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Article << Previous     |     Next >>   Contents Vol 56(5)

Homoanomeric Effect in the 1,2-Dimethoxyethyl Radical

David J. Henry, Athelstan L. J. Beckwith and Leo Radom

Australian Journal of Chemistry 56(5) 429 - 436
Published: 20 May 2003


A homoanomeric effect is found to stabilize the 1,2-dimethoxyethyl radical (CH3O–ĊH–CH2OCH3) in a conformation in which the singly-occupied orbital at the radical centre is approximately coplanar with the p-type lone pair on the α-oxygen and with the β-C–O bond. The magnitude of this stabilization is predicted to be ~10–12 kJ mol−1 at the G3(MP2)-RAD and CBS-RAD levels of theory.

Full text doi:10.1071/CH02255

© CSIRO 2003

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