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

Department of 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

Access to Document

10.1016/S0040-4039(99)01373-8

Cite this

@article{17a3862ce0d74fd6b0ec2e9d21f92351,

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",

month = sep,

day = "10",

doi = "10.1016/S0040-4039(99)01373-8",

language = "English (US)",

volume = "40",

pages = "6717--6720",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "37",

}

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

UR - http://www.scopus.com/inward/record.url?scp=0033543540&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0033543540&partnerID=8YFLogxK

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 -

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

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this