Variable Trends in R-X Bond Dissociation Energies (R = Me, Et, i-Pr, t-Bu)

Michelle L. Coote; Addy Pross; Leo Radom

doi:10.1021/ol035860+

Variable Trends in R-X Bond Dissociation Energies (R = Me, Et, i-Pr, t-Bu)

Michelle L. Coote, Addy Pross, Leo Radom

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Abstract

(Equation presented) High level ab initio molecular orbital calculations confirm experimental indications that the effect of alkyl substituents (R = Me, Et, i-Pr, t-Bu) on R-X bond dissociation energies varies considerably according to the nature of X. A simple qualitative explanation In terms of valence-bond theory is presented, highlighting the increasing importance of the stabilization of R-X by the ionic R⁺X^- configuration for electronegative X substituents (such as F, OH, and OCH₃).

Original language	English
Pages (from-to)	4689-4692
Number of pages	4
Journal	Organic Letters
Volume	5
Issue number	24
DOIs	https://doi.org/10.1021/ol035860+
Publication status	Published - 1 Nov 2003
Externally published	Yes

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abstract = "(Equation presented) High level ab initio molecular orbital calculations confirm experimental indications that the effect of alkyl substituents (R = Me, Et, i-Pr, t-Bu) on R-X bond dissociation energies varies considerably according to the nature of X. A simple qualitative explanation In terms of valence-bond theory is presented, highlighting the increasing importance of the stabilization of R-X by the ionic R+X- configuration for electronegative X substituents (such as F, OH, and OCH3).",

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year = "2003",

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AU - Pross, Addy

AU - Radom, Leo

PY - 2003/11/1

Y1 - 2003/11/1

N2 - (Equation presented) High level ab initio molecular orbital calculations confirm experimental indications that the effect of alkyl substituents (R = Me, Et, i-Pr, t-Bu) on R-X bond dissociation energies varies considerably according to the nature of X. A simple qualitative explanation In terms of valence-bond theory is presented, highlighting the increasing importance of the stabilization of R-X by the ionic R+X- configuration for electronegative X substituents (such as F, OH, and OCH3).

AB - (Equation presented) High level ab initio molecular orbital calculations confirm experimental indications that the effect of alkyl substituents (R = Me, Et, i-Pr, t-Bu) on R-X bond dissociation energies varies considerably according to the nature of X. A simple qualitative explanation In terms of valence-bond theory is presented, highlighting the increasing importance of the stabilization of R-X by the ionic R+X- configuration for electronegative X substituents (such as F, OH, and OCH3).

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DO - 10.1021/ol035860+

M3 - Article

AN - SCOPUS:0346150271

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JO - Organic Letters

JF - Organic Letters

IS - 24

ER -

Variable Trends in R-X Bond Dissociation Energies (R = Me, Et, i-Pr, t-Bu)

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