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

Kód výsledku v 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>

Výsledek na webu

<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>

Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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

Název v anglickém jazyce

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

Popis výsledku anglicky

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

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CF - Fyzikální chemie a teoretická chemie

OECD FORD obor

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Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2013

Kód důvěrnosti údajů

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

Název periodika

Journal of Physical Chemistry A

ISSN

1089-5639

e-ISSN

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Svazek periodika

117

Číslo periodika v rámci svazku

3

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

9

Strana od-do

661-669

Kód UT WoS článku

000314205300015

EID výsledku v databázi Scopus

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