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a new graphical model for proton nmr (de)shielding over a carbon-carbon double bond to replace the shielding cone model质子核磁共振(de)的新图形模型在碳碳双键取代屏蔽屏蔽锥模型
Int. J. Mol. Sci. 2000, 1, 84-91
International Journal of
Molecular Sciences
ISSN 1422-0067
© 2000 by MDPI
/ijms/
A New Graphical Model for Proton NMR (De)shielding over a
Carbon-Carbon Double Bond to Replace the Shielding Cone
Model
Ned H. Martin* and Justin D. Brown
*Department of Chemistry, University of North Carolina at Wilmington, Wilmington, NC 28403-3297
USA, Phone (910) 962-3453, Fax (910) 962-3013
*Author to whom correspondence should be addressed. E-mail: martinn@
Website: /chem/nhm.htm
Received: 5 June 2000 / Accepted: 25 August 2000 / Published:14 November 2000
Abstract: The long-held “shielding cone” model of the through-space NMR shielding effect
of a carbon-carbon double bond predicts only the effect of the magnetic anisotropy of the
double bond; it ignores other important contributors to the overall shielding. GIAO-SCF and
GIAO-MP2 calculations have been performed on a simple model system, methane moved
sequentially above ethene or 2-methylpropene. These calculations permit the net NMR
shielding surface to be mapped. Based on those results, a new and very different graphical
model for predicting the effect of a proton’s position relative to a carbon-carbon double
bond on its chemical shift is presented.
Keywords: NMR, shielding cone, isotropic shielding, GIAO-SCF, GIAO-MP2, alkenes.
Introduction
The long-held “shielding cone” model used for predicting the through-space magnetic influ
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