Modern Valence Bond Description of the Electronic Mechanism of a [1,3] Sigmatropic Rearrangement Linking Bicyclo[3.2.0]hept-2-ene and Bicyclo[2.2.1]hept-2-ene (Norbornene)

Peter B. Karadakov; David L. Cooper; Andreas Uhe

doi:10.1002/qua.21961

Modern Valence Bond Description of the Electronic Mechanism of a [1,3] Sigmatropic Rearrangement Linking Bicyclo[3.2.0]hept-2-ene and Bicyclo[2.2.1]hept-2-ene (Norbornene)

Peter B. Karadakov, David L. Cooper, Andreas Uhe

Chemistry

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

Abstract

Modern valence bond theory, in its spin-coupled (SC) form, is used to examine the bond-breaking and bond-making processes that take place along the lowest-energy path for a gas-phase [1,3] sigmatropic rearrangement linking bicyclo[3.2.0]hept-2-ene and bicyclo[2.2.1]hept-2-ene (norbornene). The changes within the SC wave functions depicting the direct "suprafacial with inversion" pathway reveal in a very clear cut way the singlet diradical character of structures along the plateau in the energy profile. (c) 2008 Wiley Periodicals, Inc. Int J Quantum Chem 109: 1807-1811, 2009

Original language	English
Pages (from-to)	1807-1811
Number of pages	5
Journal	INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY
Volume	109
Issue number	9
DOIs	https://doi.org/10.1002/qua.21961
Publication status	Published - 5 Aug 2009

Keywords

sigmatropic rearrangement
diradical structures
valence bond
spin-coupled
DIELS-ALDER REACTION
TRANSITION-STATES
SHIFTS

Access to Document

10.1002/qua.21961

Cite this

@article{e657c34357a5416dab06e4a9838b753a,

title = "Modern Valence Bond Description of the Electronic Mechanism of a [1,3] Sigmatropic Rearrangement Linking Bicyclo[3.2.0]hept-2-ene and Bicyclo[2.2.1]hept-2-ene (Norbornene)",

abstract = "Modern valence bond theory, in its spin-coupled (SC) form, is used to examine the bond-breaking and bond-making processes that take place along the lowest-energy path for a gas-phase [1,3] sigmatropic rearrangement linking bicyclo[3.2.0]hept-2-ene and bicyclo[2.2.1]hept-2-ene (norbornene). The changes within the SC wave functions depicting the direct {"}suprafacial with inversion{"} pathway reveal in a very clear cut way the singlet diradical character of structures along the plateau in the energy profile. (c) 2008 Wiley Periodicals, Inc. Int J Quantum Chem 109: 1807-1811, 2009",

keywords = "sigmatropic rearrangement, diradical structures, valence bond, spin-coupled, DIELS-ALDER REACTION, TRANSITION-STATES, SHIFTS",

author = "Karadakov, {Peter B.} and Cooper, {David L.} and Andreas Uhe",

year = "2009",

month = aug,

day = "5",

doi = "10.1002/qua.21961",

language = "English",

volume = "109",

pages = "1807--1811",

journal = "INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY",

issn = "0020-7608",

publisher = "Wiley-Blackwell",

number = "9",

}

Modern Valence Bond Description of the Electronic Mechanism of a [1,3] Sigmatropic Rearrangement Linking Bicyclo[3.2.0]hept-2-ene and Bicyclo[2.2.1]hept-2-ene (Norbornene). / Karadakov, Peter B.; Cooper, David L.; Uhe, Andreas.
In: INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY, Vol. 109, No. 9, 05.08.2009, p. 1807-1811.

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

TY - JOUR

T1 - Modern Valence Bond Description of the Electronic Mechanism of a [1,3] Sigmatropic Rearrangement Linking Bicyclo[3.2.0]hept-2-ene and Bicyclo[2.2.1]hept-2-ene (Norbornene)

AU - Karadakov, Peter B.

AU - Cooper, David L.

AU - Uhe, Andreas

PY - 2009/8/5

Y1 - 2009/8/5

N2 - Modern valence bond theory, in its spin-coupled (SC) form, is used to examine the bond-breaking and bond-making processes that take place along the lowest-energy path for a gas-phase [1,3] sigmatropic rearrangement linking bicyclo[3.2.0]hept-2-ene and bicyclo[2.2.1]hept-2-ene (norbornene). The changes within the SC wave functions depicting the direct "suprafacial with inversion" pathway reveal in a very clear cut way the singlet diradical character of structures along the plateau in the energy profile. (c) 2008 Wiley Periodicals, Inc. Int J Quantum Chem 109: 1807-1811, 2009

AB - Modern valence bond theory, in its spin-coupled (SC) form, is used to examine the bond-breaking and bond-making processes that take place along the lowest-energy path for a gas-phase [1,3] sigmatropic rearrangement linking bicyclo[3.2.0]hept-2-ene and bicyclo[2.2.1]hept-2-ene (norbornene). The changes within the SC wave functions depicting the direct "suprafacial with inversion" pathway reveal in a very clear cut way the singlet diradical character of structures along the plateau in the energy profile. (c) 2008 Wiley Periodicals, Inc. Int J Quantum Chem 109: 1807-1811, 2009

KW - sigmatropic rearrangement

KW - diradical structures

KW - valence bond

KW - spin-coupled

KW - DIELS-ALDER REACTION

KW - TRANSITION-STATES

KW - SHIFTS

UR - http://www.scopus.com/inward/record.url?scp=67649827611&partnerID=8YFLogxK

U2 - 10.1002/qua.21961

DO - 10.1002/qua.21961

M3 - Article

SN - 0020-7608

VL - 109

SP - 1807

EP - 1811

JO - INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY

JF - INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY

IS - 9

ER -

Modern Valence Bond Description of the Electronic Mechanism of a [1,3] Sigmatropic Rearrangement Linking Bicyclo[3.2.0]hept-2-ene and Bicyclo[2.2.1]hept-2-ene (Norbornene)

Abstract

Keywords

Access to Document

Other files and links

Cite this