Interpretation of substituent effects on 13C and 15N NMR chemical shifts in 6-substituted purines

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F11%3A00369914" target="_blank" >RIV/61388963:_____/11:00369914 - isvavai.cz</a>

Alternative codes found

RIV/00216224:14740/11:00052846

Result on the web

<a href="http://dx.doi.org/10.1039/c1cp20680j" target="_blank" >http://dx.doi.org/10.1039/c1cp20680j</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/c1cp20680j" target="_blank" >10.1039/c1cp20680j</a>

Result language

angličtina

Original language name

Interpretation of substituent effects on 13C and 15N NMR chemical shifts in 6-substituted purines

Original language description

The present work aims to analyze the effects of substituents on the electron distribution in the purine core as reflected by NMR chemical shifts. We collected a comprehensive set of experimental NMR data for a variety of 6-substituted purines and determined the molecular and crystal structures of three derivatives by X-ray diffraction. The density-functional methods have been employed to enable understanding of the substituent-induced changes in the NMR chemical shifts of the atoms in the purine skeleton. Analyses of the nuclear shielding using localized molecular orbitals (LMOs) were used to break down the values of the isotropic 13C and 15N NMR chemical shifts and the chemical shift tensors into the contributions of the individual LMOs. The experimental and calculated trends in the chemical shift of the N-3 atom correlate nicely with the Hammett constants and the calculated natural charges on N-3, whereas the contributions of the LMOs to the N-1 and C-6 chemical shifts are found to b

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

CC - Organic chemistry

OECD FORD branch

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Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2011

Confidentiality

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

Name of the periodical

Physical Chemistry Chemical Physics

ISSN

1463-9076

e-ISSN

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Volume of the periodical

13

Issue of the periodical within the volume

35

Country of publishing house

GB - UNITED KINGDOM

Number of pages

11

Pages from-to

15854-15864

UT code for WoS article

000294167700016

EID of the result in the Scopus database

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