Neighboring group stabilization by sigma-holes

R. O'Hair; C. Williams; Tim Clark

doi:10.1007/s00894-009-0567-1

Neighboring group stabilization by sigma-holes

R. O'Hair, C. Williams, Tim Clark

School of Pharmacy & Biomedical Sciences

Research output: Contribution to journal › Article › peer-review

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.

Original language	English
Pages (from-to)	559-565
Number of pages	7
Journal	Journal of Molecular Modeling
Volume	16
Issue number	3
DOIs	https://doi.org/10.1007/s00894-009-0567-1
Publication status	Published - 2010

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title = "Neighboring group stabilization by sigma-holes",

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.",

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AB - 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.

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DO - 10.1007/s00894-009-0567-1

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VL - 16

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JO - Journal of Molecular Modeling

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Neighboring group stabilization by sigma-holes

Abstract

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