Neighboring group stabilization by σ-holes
- 15 August 2009
- journal article
- research article
- Published by Springer Nature in Journal of Molecular Modeling
- Vol. 16 (3) , 559-565
- https://doi.org/10.1007/s00894-009-0567-1
Abstract
We have used density-functional theory to investigate the neighboring-group stabilization of iodine, arsenic, and phosphorus-centered oxyanion moieties in species such as deprotonated 2-iodoxybenzoic acid (IBX) and its analogs. The magnitudes of different stabilizing effects and further candidates for analogous stabilization are analyzed. Figure The σ-hole colinear with the in-plane I-O bond in PhIO2Keywords
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