Investigation of two- and three-bond carbon-hydrogen coupling constants in cinnamic acid based compounds

Pierens, Gregory K., Venkatachalam, Taracad K. and Reutens, David C. (2016) Investigation of two- and three-bond carbon-hydrogen coupling constants in cinnamic acid based compounds. Magnetic Resonance in Chemistry, . doi:10.1002/mrc.4469


Author Pierens, Gregory K.
Venkatachalam, Taracad K.
Reutens, David C.
Title Investigation of two- and three-bond carbon-hydrogen coupling constants in cinnamic acid based compounds
Journal name Magnetic Resonance in Chemistry   Check publisher's open access policy
ISSN 1097-458X
0749-1581
Publication date 2016-06-29
Year available 2016
Sub-type Article (original research)
DOI 10.1002/mrc.4469
Open Access Status Not yet assessed
Total pages 6
Place of publication Chichester, West Sussex, United Kingdom
Publisher John Wiley & Sons
Collection year 2017
Language eng
Formatted abstract
Two- and three-bond coupling constants (2JHC and 3JHC) were determined for a series of 12 substituted cinnamic acids using a selective 2D inphase/antiphase (IPAP)-single quantum multiple bond correlation (HSQMBC) and 1D proton coupled 13C NMR experiments. The coupling constants from two methods were compared and found to give very similar values. The results showed coupling constant values ranging from 1.7 to 9.7Hz and 1.0 to 9.6Hz for the IPAP-HSQMBC and the direct 13C NMR experiments, respectively. The experimental values of the coupling constants were compared with discrete density functional theory (DFT) calculated values and were found to be in good agreement for the 3JHC. However, the DFT method under estimated the 2JHC coupling constants. Knowing the limitations of the measurement and calculation of these multibond coupling constants will add confidence to the assignment of conformation or stereochemical aspects of complex molecules like natural products.
Keyword 2JHC
3JHC
Cinnamic acid
DFT
Heteronuclear coupling constants
IPAP-HSQMBC
NMR
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: HERDC Pre-Audit
Centre for Advanced Imaging Publications
 
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