15N NMR Chemical Shifts of Ring Substituted Benzonitriles

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F67985858%3A_____%2F06%3A00055029" target="_blank" >RIV/67985858:_____/06:00055029 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

15N NMR Chemical Shifts of Ring Substituted Benzonitriles

Original language description

15N chemical shifts in an extensive series of para (15) and meta (15) as well as ortho (8) substituted benzonitriles, XC6H4CN, were measured in deuteriochloroform solutions, using three different methods of referencing.The results are discussed for bothempirical correlations with substituent parameters and quantum chemical calculations. The 15N chemical shifts calculated at the GIAO/B3LYP/6-31 + G*//B3LYP/6-31 + G* level reproduce the experimental values well, and include nitrogen atoms in the substituent groups (range of 300 ppm with slope 0.98 and R = 0.998, n = 43). The 15N shifts in hydroxybenzonitriles are affected by interaction with the OH group. Therefore, these derivatives are excluded from the correlation analysis. The resultant 15N chemicalshift correlates well with substituent constants, both in the simple Hammett or DSP relationships and the 13C substituent-induced chemical shifts of the CN carbon.

Czech name

Chemické posuny 15N v řadě substituovaných benzonitrilů

Czech description

Chemické posuny 15N byly změřeny v rozsáhlé řade para a meta substituovaných benzonitrilů rozpuštěných v deuteriochloroformu. Tři ruzné způsoby referencování byly použity pro zvýšení přesnosti výsledku, které byly porovnány z kvantové mechanickými výpočty na GIAO/B3LYP/6-31 + G*//B3LYP/6-31 + G* úrovni. Naměřené posuny souhlasí s vypočtenými a korelují s hammettovskými konstantami substituentů.

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

<a href="/en/project/GA203%2F06%2F0738" target="_blank" >GA203/06/0738: Advanced techniques for 29Si NMR spectroscopy</a><br>

Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2006

Confidentiality

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

Name of the periodical

Magnetic Resonance in Chemistry

ISSN

0749-1581

e-ISSN

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Volume of the periodical

44

Issue of the periodical within the volume

12

Country of publishing house

GB - UNITED KINGDOM

Number of pages

8

Pages from-to

1073-1080

UT code for WoS article

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EID of the result in the Scopus database

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