Steric effects on the C6-C1-C2 valence angle in exo-6-chloronorbornenes: Implications for orbital coupling

Timothy A. Waugh; Joseph K. Agyin; John J. Nash; Harry Morrison

doi:10.1016/S0040-4039(99)01373-8

Steric effects on the C6-C1-C2 valence angle in exo-6-chloronorbornenes: Implications for orbital coupling

Timothy A. Waugh, Joseph K. Agyin, John J. Nash, Harry Morrison

Biochemistry & Structural Biology

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

3 Scopus citations

Abstract

Ab initio calculations on norbornenyl derivatives indicate that steric interactions between bridgehead and exo-6-chlorine substituents result in a diminished C6-C1-C2 valence angle. Computational and spectral data are presented which indicate that this diminution leads to enhanced through-space orbital coupling.

Original language	English (US)
Pages (from-to)	6717-6720
Number of pages	4
Journal	Tetrahedron Letters
Volume	40
Issue number	37
DOIs	https://doi.org/10.1016/S0040-4039(99)01373-8
State	Published - Sep 10 1999

Keywords

Bicyclic aliphatic compounds
Geometry
Stereoelectronic effects
Substituent effects

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(99)01373-8

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title = "Steric effects on the C6-C1-C2 valence angle in exo-6-chloronorbornenes: Implications for orbital coupling",

abstract = "Ab initio calculations on norbornenyl derivatives indicate that steric interactions between bridgehead and exo-6-chlorine substituents result in a diminished C6-C1-C2 valence angle. Computational and spectral data are presented which indicate that this diminution leads to enhanced through-space orbital coupling.",

keywords = "Bicyclic aliphatic compounds, Geometry, Stereoelectronic effects, Substituent effects",

author = "Waugh, {Timothy A.} and Agyin, {Joseph K.} and Nash, {John J.} and Harry Morrison",

year = "1999",

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language = "English (US)",

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TY - JOUR

T1 - Steric effects on the C6-C1-C2 valence angle in exo-6-chloronorbornenes

T2 - Implications for orbital coupling

AU - Waugh, Timothy A.

AU - Agyin, Joseph K.

AU - Nash, John J.

AU - Morrison, Harry

PY - 1999/9/10

Y1 - 1999/9/10

N2 - Ab initio calculations on norbornenyl derivatives indicate that steric interactions between bridgehead and exo-6-chlorine substituents result in a diminished C6-C1-C2 valence angle. Computational and spectral data are presented which indicate that this diminution leads to enhanced through-space orbital coupling.

AB - Ab initio calculations on norbornenyl derivatives indicate that steric interactions between bridgehead and exo-6-chlorine substituents result in a diminished C6-C1-C2 valence angle. Computational and spectral data are presented which indicate that this diminution leads to enhanced through-space orbital coupling.

KW - Bicyclic aliphatic compounds

KW - Geometry

KW - Stereoelectronic effects

KW - Substituent effects

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U2 - 10.1016/S0040-4039(99)01373-8

DO - 10.1016/S0040-4039(99)01373-8

M3 - Article

AN - SCOPUS:0033543540

VL - 40

SP - 6717

EP - 6720

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 37

ER -