An ab initio study of annulation effects on the valence isomerism of benzene

Alan B. Brown; Scott E. McKay; Paul Kiprof

doi:10.1016/S0166-1280(97)00193-0

An ab initio study of annulation effects on the valence isomerism of benzene

Alan B. Brown, Scott E. McKay, Paul Kiprof

Chemistry & Biochemistry

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

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Abstract

Annulation should tilt the benzene/Dewar-benzene equilibrium toward benzenes the largest effective annulating ring being six-membered; MP2(fc)/6-31G*//RHF/6-31G* methods are needed to reproduce experimental isomerization energies, but 6-31G calculations suffice to show trends for molecular design. (matrix prensented) Smaller "n" should favor isomerization; effective rings will have n ≤ 6.

Original language	English (US)
Pages (from-to)	185-189
Number of pages	5
Journal	Journal of Molecular Structure: THEOCHEM
Volume	419
Issue number	1-3
DOIs	https://doi.org/10.1016/S0166-1280(97)00193-0
State	Published - Dec 8 1997

Bibliographical note

Funding Information:
We are indebted to Professor J. Clayton Baum for many helpful discussions; we thank I. Beros and J.P.M. Fessenden for preliminary calculations, and a referee for several useful suggestions. This study was supported in part by the donors of the Petroleum Research Fund, administered by the American Chemical Society; purchase of computers was assisted by the National Science Foundation.

Copyright:
Copyright 2018 Elsevier B.V., All rights reserved.

Keywords

Annulation
Benzene
Valence isomerism

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abstract = "Annulation should tilt the benzene/Dewar-benzene equilibrium toward benzenes the largest effective annulating ring being six-membered; MP2(fc)/6-31G*//RHF/6-31G* methods are needed to reproduce experimental isomerization energies, but 6-31G calculations suffice to show trends for molecular design. (matrix prensented) Smaller {"}n{"} should favor isomerization; effective rings will have n ≤ 6.",

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An ab initio study of annulation effects on the valence isomerism of benzene

Abstract

Bibliographical note

Keywords

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