Substituent effects on the stability of para substituted benzyl radicals

Nakul K. Singh; Paul L A Popelier; Patrick J. O'Malley

doi:10.1016/j.cplett.2006.06.008

Substituent effects on the stability of para substituted benzyl radicals

Nakul K. Singh, Paul L A Popelier, Patrick J. O'Malley

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

Abstract

New radical constants based on the sigma dot (σα{radical dot}) scale have been calculated for six new para substituents; N(CH3)2, CHO, NH2, NO2, COOH and OH, of toluene using density functional based electronic structure methods. Calculated radical constants show excellent agreement with available experimental values. The study also clearly demonstrates that the calculated bond dissociation enthalpy (BDE) of para substituted toluenes depends solely on radical stabilisation. © 2006 Elsevier B.V. All rights reserved.

Original language	English
Pages (from-to)	219-221
Number of pages	2
Journal	Chemical Physics Letters
Volume	426
Issue number	1-3
DOIs	https://doi.org/10.1016/j.cplett.2006.06.008
Publication status	Published - 26 Jul 2006

Keywords

Radicals Role: PRP (Properties) (benzyl
substituent effects on stability of p-substituted benzyl radicals)
Hyperfine coupling (proton
Dissociation enthalpy
Substituent effects (substituent effects on stability of p-substituted benzyl radicals)
Substituent constant (s.alpha -const.
Substituent constant (s+-const.
substituent effect stability p substituted benzyl radical

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10.1016/j.cplett.2006.06.008

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title = "Substituent effects on the stability of para substituted benzyl radicals",

abstract = "New radical constants based on the sigma dot (σα{radical dot}) scale have been calculated for six new para substituents; N(CH3)2, CHO, NH2, NO2, COOH and OH, of toluene using density functional based electronic structure methods. Calculated radical constants show excellent agreement with available experimental values. The study also clearly demonstrates that the calculated bond dissociation enthalpy (BDE) of para substituted toluenes depends solely on radical stabilisation. {\textcopyright} 2006 Elsevier B.V. All rights reserved.",

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author = "Singh, {Nakul K.} and Popelier, {Paul L A} and O'Malley, {Patrick J.}",

year = "2006",

month = jul,

day = "26",

doi = "10.1016/j.cplett.2006.06.008",

language = "English",

volume = "426",

pages = "219--221",

journal = "Chemical Physics Letters",

issn = "1873-4448",

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number = "1-3",

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TY - JOUR

T1 - Substituent effects on the stability of para substituted benzyl radicals

AU - Singh, Nakul K.

AU - Popelier, Paul L A

AU - O'Malley, Patrick J.

PY - 2006/7/26

Y1 - 2006/7/26

N2 - New radical constants based on the sigma dot (σα{radical dot}) scale have been calculated for six new para substituents; N(CH3)2, CHO, NH2, NO2, COOH and OH, of toluene using density functional based electronic structure methods. Calculated radical constants show excellent agreement with available experimental values. The study also clearly demonstrates that the calculated bond dissociation enthalpy (BDE) of para substituted toluenes depends solely on radical stabilisation. © 2006 Elsevier B.V. All rights reserved.

AB - New radical constants based on the sigma dot (σα{radical dot}) scale have been calculated for six new para substituents; N(CH3)2, CHO, NH2, NO2, COOH and OH, of toluene using density functional based electronic structure methods. Calculated radical constants show excellent agreement with available experimental values. The study also clearly demonstrates that the calculated bond dissociation enthalpy (BDE) of para substituted toluenes depends solely on radical stabilisation. © 2006 Elsevier B.V. All rights reserved.

KW - Radicals Role: PRP (Properties) (benzyl

KW - substituent effects on stability of p-substituted benzyl radicals)

KW - Hyperfine coupling (proton

KW - Dissociation enthalpy

KW - Substituent effects (substituent effects on stability of p-substituted benzyl radicals)

KW - Substituent constant (s.alpha -const.

KW - Substituent constant (s+-const.

KW - substituent effect stability p substituted benzyl radical

U2 - 10.1016/j.cplett.2006.06.008

DO - 10.1016/j.cplett.2006.06.008

M3 - Article

SN - 1873-4448

VL - 426

SP - 219

EP - 221

JO - Chemical Physics Letters

JF - Chemical Physics Letters

IS - 1-3

ER -

Substituent effects on the stability of para substituted benzyl radicals

Abstract

Keywords

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