Origin of the Conformational Modulation of the C-13 NMR Chemical Shift of Methoxy Groups in Aromatic Natural Compounds

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F13%3A00392242" target="_blank" >RIV/61388963:_____/13:00392242 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1021/jp310470f" target="_blank" >http://dx.doi.org/10.1021/jp310470f</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/jp310470f" target="_blank" >10.1021/jp310470f</a>

Result language

angličtina

Original language name

Origin of the Conformational Modulation of the C-13 NMR Chemical Shift of Methoxy Groups in Aromatic Natural Compounds

Original language description

The interpretation of nuclear magnetic resonance (NMR) parameters is essential to understanding experimental observations at the molecular and supramolecular levels and to designing new and more efficient molecular probes. In many aromatic natural compounds, unusual C-13 NMR chemical shifts have been reported for out-of-plane methoxy groups bonded to the aromatic ring (similar to 62 ppm as compared to the typical value of similar to 56 ppm for an aromatic methoxy group). Here, we analyzed this phenomenon for a series of aromatic natural compounds using Density Functional Theory (DFT) calculations. First, we checked the methodology used to optimize the structure and calculate the NMR chemical shifts in aromatic compounds. The conformational effects of the methoxy group on the C-13 NMR chemical shift then were interpreted by the Natural Bond Orbital (NBO) and Natural Chemical Shift (NCS) approaches, and by excitation analysis of the chemical shifts, breaking down the total nuclear shield

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CF - Physical chemistry and theoretical chemistry

OECD FORD branch

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Project

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Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2013

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Journal of Physical Chemistry A

ISSN

1089-5639

e-ISSN

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Volume of the periodical

117

Issue of the periodical within the volume

3

Country of publishing house

US - UNITED STATES

Number of pages

9

Pages from-to

661-669

UT code for WoS article

000314205300015

EID of the result in the Scopus database

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