Abstract
NBO-based CI/MP through-space/bond interaction analysis was developed to analyze specific orbital interactions under consideration of the effects of electron correlation. This treatment was applied to the analysis of stereoelectronic effects in SN2 reactions of allyl bromide in which the effects of electron correlation play an important role (ammonia was used as the nucleophilic reagent). The SN2 activation energy in allyl bromide is lower than that in propyl bromide, because both the σ-π* and π-σ* interactions in allyl bromide contribute equally to the stabilization of the transition state.
Original language | English |
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Pages (from-to) | 911-918 |
Number of pages | 8 |
Journal | International Journal of Quantum Chemistry |
Volume | 104 |
Issue number | 6 |
DOIs | |
Publication status | Published - Sep 20 2005 |
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All Science Journal Classification (ASJC) codes
- Atomic and Molecular Physics, and Optics
- Condensed Matter Physics
- Physical and Theoretical Chemistry
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NBO-based CI/MP through-space/bond interaction analysis and its application to stereoelectronic effects in SN2 reactions. / Orimoto, Yuuichi; Naka, Kazunari; Aoki, Yuriko.
In: International Journal of Quantum Chemistry, Vol. 104, No. 6, 20.09.2005, p. 911-918.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - NBO-based CI/MP through-space/bond interaction analysis and its application to stereoelectronic effects in SN2 reactions
AU - Orimoto, Yuuichi
AU - Naka, Kazunari
AU - Aoki, Yuriko
PY - 2005/9/20
Y1 - 2005/9/20
N2 - NBO-based CI/MP through-space/bond interaction analysis was developed to analyze specific orbital interactions under consideration of the effects of electron correlation. This treatment was applied to the analysis of stereoelectronic effects in SN2 reactions of allyl bromide in which the effects of electron correlation play an important role (ammonia was used as the nucleophilic reagent). The SN2 activation energy in allyl bromide is lower than that in propyl bromide, because both the σ-π* and π-σ* interactions in allyl bromide contribute equally to the stabilization of the transition state.
AB - NBO-based CI/MP through-space/bond interaction analysis was developed to analyze specific orbital interactions under consideration of the effects of electron correlation. This treatment was applied to the analysis of stereoelectronic effects in SN2 reactions of allyl bromide in which the effects of electron correlation play an important role (ammonia was used as the nucleophilic reagent). The SN2 activation energy in allyl bromide is lower than that in propyl bromide, because both the σ-π* and π-σ* interactions in allyl bromide contribute equally to the stabilization of the transition state.
UR - http://www.scopus.com/inward/record.url?scp=26944480436&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=26944480436&partnerID=8YFLogxK
U2 - 10.1002/qua.20614
DO - 10.1002/qua.20614
M3 - Article
AN - SCOPUS:26944480436
VL - 104
SP - 911
EP - 918
JO - International Journal of Quantum Chemistry
JF - International Journal of Quantum Chemistry
SN - 0020-7608
IS - 6
ER -