Hyperconjugative effects on carbon-carbon bond lengths in molecular mechanics (MM4)

Norman L. Allinger; Kuohsiang Chen; J. A. Katzenellenbogen; Scott R. Wilson; Gregory M. Anstead

doi:10.1002/(SICI)1096-987X(199604)17:5/6<747::AID-JCC10>3.0.CO;2-5

Hyperconjugative effects on carbon-carbon bond lengths in molecular mechanics (MM4)

Norman L. Allinger
, Kuohsiang Chen
, J. A. Katzenellenbogen
, Scott R. Wilson
, Gregory M. Anstead

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

64 Scopus citations

Abstract

The hyperconjugative result of bond stretching in alkenes has been studied with MM4. A low-temperature crystallographic study of l,2-diarylindane[a]indane has been carried out, together with ab initia (MP2/6-31G*) calculations on model systems. The results are well reproduced with a force field designed to explicitly include hyperconjugation (MM4), and they show beyond doubt that hyperconjugative bond elongations exist both in theory and by experiment.

Original language	English (US)
Pages (from-to)	747-755
Number of pages	9
Journal	Journal of Computational Chemistry
Volume	17
Issue number	5-6
DOIs	https://doi.org/10.1002/(SICI)1096-987X(199604)17:5/6<747::AID-JCC10>3.0.CO;2-5
State	Published - Apr 1996
Externally published	Yes

ASJC Scopus subject areas

General Chemistry
Computational Mathematics

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10.1002/(SICI)1096-987X(199604)17:5/6<747::AID-JCC10>3.0.CO;2-5

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title = "Hyperconjugative effects on carbon-carbon bond lengths in molecular mechanics (MM4)",

abstract = "The hyperconjugative result of bond stretching in alkenes has been studied with MM4. A low-temperature crystallographic study of l,2-diarylindane[a]indane has been carried out, together with ab initia (MP2/6-31G*) calculations on model systems. The results are well reproduced with a force field designed to explicitly include hyperconjugation (MM4), and they show beyond doubt that hyperconjugative bond elongations exist both in theory and by experiment.",

author = "Allinger, \{Norman L.\} and Kuohsiang Chen and Katzenellenbogen, \{J. A.\} and Wilson, \{Scott R.\} and Anstead, \{Gregory M.\}",

year = "1996",

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T1 - Hyperconjugative effects on carbon-carbon bond lengths in molecular mechanics (MM4)

AU - Allinger, Norman L.

AU - Chen, Kuohsiang

AU - Katzenellenbogen, J. A.

AU - Wilson, Scott R.

AU - Anstead, Gregory M.

PY - 1996/4

Y1 - 1996/4

N2 - The hyperconjugative result of bond stretching in alkenes has been studied with MM4. A low-temperature crystallographic study of l,2-diarylindane[a]indane has been carried out, together with ab initia (MP2/6-31G*) calculations on model systems. The results are well reproduced with a force field designed to explicitly include hyperconjugation (MM4), and they show beyond doubt that hyperconjugative bond elongations exist both in theory and by experiment.

AB - The hyperconjugative result of bond stretching in alkenes has been studied with MM4. A low-temperature crystallographic study of l,2-diarylindane[a]indane has been carried out, together with ab initia (MP2/6-31G*) calculations on model systems. The results are well reproduced with a force field designed to explicitly include hyperconjugation (MM4), and they show beyond doubt that hyperconjugative bond elongations exist both in theory and by experiment.

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UR - https://www.scopus.com/pages/publications/0000414868#tab=citedBy

U2 - 10.1002/(SICI)1096-987X(199604)17:5/6<747::AID-JCC10>3.0.CO;2-5

DO - 10.1002/(SICI)1096-987X(199604)17:5/6<747::AID-JCC10>3.0.CO;2-5

M3 - Article

AN - SCOPUS:0000414868

SN - 0192-8651

VL - 17

SP - 747

EP - 755

JO - Journal of Computational Chemistry

JF - Journal of Computational Chemistry

IS - 5-6

ER -

Hyperconjugative effects on carbon-carbon bond lengths in molecular mechanics (MM4)

Abstract

ASJC Scopus subject areas

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