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Homoanomeric effect in the 1,2-dimethoxyethyl radical
Journal article   Peer reviewed

Homoanomeric effect in the 1,2-dimethoxyethyl radical

D.J. Henry, A.L.J. Beckwith and L. Radom
Australian Journal of Chemistry, Vol.56(5), pp.429-436
2003
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Abstract

A homoanomeric effect is found to stabilize the 1,2-dimethoxyethyl radical (CH3O-C•H-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 DBS-RAD levels of theory.

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Citation topics
2 Chemistry
2.1 Synthesis
2.1.1299 Radical Cyclization
Web Of Science research areas
Chemistry, Multidisciplinary
ESI research areas
Chemistry
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