1H NMR and UV-Vis spectroscopy of chlorine substituted stilbenes: Conformational studies

Á Kvaran; Á E. Konrásson; C. Evans; J. K.F. Geirsson

doi:10.1016/S0022-2860(00)00546-9

¹H NMR and UV-Vis spectroscopy of chlorine substituted stilbenes: Conformational studies

Á Kvaran, Á E. Konrásson, C. Evans, J. K.F. Geirsson

Faculty of Physical Sciences

University of Iceland

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

Abstract

¹H NMR and UV-Vis spectroscopic studies as well as molecular mechanics calculations have been performed for the trans and cis isomers of a series of chlorine substituted stilbenes (2-10). Correlations are found between the predicted molecular conformations and various NMR and UV-Vis spectroscopic parameters, indicating that these are suitable for conformational studies. The ethylene proton chemical shifts, in particular, are found to be sensitive to anisotropy effects of the nearby C-Cl bonds. Both ethylene and some ring proton chemical shifts are found to be dependent on the ring current effects, which are substituent and ring orientation dependent. UV spectra support the structural predictions based on the molecular mechanic vs. NMR correlation analysis. Average minimum energy conformations of compounds 1-10 are given in the paper. (C) 2000 Elsevier Science B.V.

Original language	English
Pages (from-to)	79-90
Number of pages	12
Journal	Journal of Molecular Structure
Volume	553
Issue number	1-3
DOIs	https://doi.org/10.1016/S0022-2860(00)00546-9
Publication status	Published - 10 Oct 2000

Bibliographical note

Funding Information: The financial support of the University Research Fund, University of Iceland and of the Icelandic Science Foundation is gratefully acknowledged. The authors like to thank Mr Benedikt I. Ásgeirsson for assistance with the Molecular Mechanics calculations and Dr S. Jónsdóttir for measurements of the NMR spectra.

Other keywords

H NMR
Stilbenes
US-Vis spectroscopy

Access to Document

10.1016/S0022-2860(00)00546-9

Cite this

@article{e63d963cc6794837a8a134fa6034b1dc,

title = "1H NMR and UV-Vis spectroscopy of chlorine substituted stilbenes: Conformational studies",

abstract = "1H NMR and UV-Vis spectroscopic studies as well as molecular mechanics calculations have been performed for the trans and cis isomers of a series of chlorine substituted stilbenes (2-10). Correlations are found between the predicted molecular conformations and various NMR and UV-Vis spectroscopic parameters, indicating that these are suitable for conformational studies. The ethylene proton chemical shifts, in particular, are found to be sensitive to anisotropy effects of the nearby C-Cl bonds. Both ethylene and some ring proton chemical shifts are found to be dependent on the ring current effects, which are substituent and ring orientation dependent. UV spectra support the structural predictions based on the molecular mechanic vs. NMR correlation analysis. Average minimum energy conformations of compounds 1-10 are given in the paper. (C) 2000 Elsevier Science B.V.",

keywords = "H NMR, Stilbenes, US-Vis spectroscopy",

author = "{\'A} Kvaran and Konr{\'a}sson, \{{\'A} E.\} and C. Evans and Geirsson, \{J. K.F.\}",

note = "Funding Information: The financial support of the University Research Fund, University of Iceland and of the Icelandic Science Foundation is gratefully acknowledged. The authors like to thank Mr Benedikt I. {\'A}sgeirsson for assistance with the Molecular Mechanics calculations and Dr S. J{\'o}nsd{\'o}ttir for measurements of the NMR spectra.",

year = "2000",

month = oct,

day = "10",

doi = "10.1016/S0022-2860(00)00546-9",

language = "English",

volume = "553",

pages = "79--90",

journal = "Journal of Molecular Structure",

issn = "0022-2860",

publisher = "Elsevier B.V.",

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TY - JOUR

T1 - 1H NMR and UV-Vis spectroscopy of chlorine substituted stilbenes

T2 - Conformational studies

AU - Kvaran, Á

AU - Konrásson, Á E.

AU - Evans, C.

AU - Geirsson, J. K.F.

N1 - Funding Information: The financial support of the University Research Fund, University of Iceland and of the Icelandic Science Foundation is gratefully acknowledged. The authors like to thank Mr Benedikt I. Ásgeirsson for assistance with the Molecular Mechanics calculations and Dr S. Jónsdóttir for measurements of the NMR spectra.

PY - 2000/10/10

Y1 - 2000/10/10

N2 - 1H NMR and UV-Vis spectroscopic studies as well as molecular mechanics calculations have been performed for the trans and cis isomers of a series of chlorine substituted stilbenes (2-10). Correlations are found between the predicted molecular conformations and various NMR and UV-Vis spectroscopic parameters, indicating that these are suitable for conformational studies. The ethylene proton chemical shifts, in particular, are found to be sensitive to anisotropy effects of the nearby C-Cl bonds. Both ethylene and some ring proton chemical shifts are found to be dependent on the ring current effects, which are substituent and ring orientation dependent. UV spectra support the structural predictions based on the molecular mechanic vs. NMR correlation analysis. Average minimum energy conformations of compounds 1-10 are given in the paper. (C) 2000 Elsevier Science B.V.

AB - 1H NMR and UV-Vis spectroscopic studies as well as molecular mechanics calculations have been performed for the trans and cis isomers of a series of chlorine substituted stilbenes (2-10). Correlations are found between the predicted molecular conformations and various NMR and UV-Vis spectroscopic parameters, indicating that these are suitable for conformational studies. The ethylene proton chemical shifts, in particular, are found to be sensitive to anisotropy effects of the nearby C-Cl bonds. Both ethylene and some ring proton chemical shifts are found to be dependent on the ring current effects, which are substituent and ring orientation dependent. UV spectra support the structural predictions based on the molecular mechanic vs. NMR correlation analysis. Average minimum energy conformations of compounds 1-10 are given in the paper. (C) 2000 Elsevier Science B.V.

KW - H NMR

KW - Stilbenes

KW - US-Vis spectroscopy

UR - https://www.scopus.com/pages/publications/0034633606

U2 - 10.1016/S0022-2860(00)00546-9

DO - 10.1016/S0022-2860(00)00546-9

M3 - Article

SN - 0022-2860

VL - 553

SP - 79

EP - 90

JO - Journal of Molecular Structure

JF - Journal of Molecular Structure

IS - 1-3

ER -