Interaction of Two Functional Groups through the Benzene Ring: Theory and Experiment

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F09%3A00021769" target="_blank" >RIV/60461373:22310/09:00021769 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61388963:_____/09:00333135

Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Interaction of Two Functional Groups through the Benzene Ring: Theory and Experiment

Popis výsledku v původním jazyce

Energies of 132 benzene para bis-derivatives calculated within the framework of the density functional theory at the level B3LYP/6-311+G(d,p)HB3LYP/6-311+G(d,p) were used for correlations of two types. Correlation with the experimental enthalpies of formation clearly revealed that the published experimental data are generally not dependable and may be loaded with errors of more than 10 U mol(-1). On the other]land, the calculated relative energies are biased so that the interaction of the two substituents is systematically overestimated. This shortcoming was insignificant for our correlations of the second type, in which the interaction of substituents expressed in terms of isodesmic reactions was analyzed depending on the effects of inductive and resonance. The results depended strongly on the character of substituents. When one substituent is an electron donor and the other is an acceptor, the inductive-resonance model works and the classical resonance picture is adequate. With two a

Název v anglickém jazyce

Interaction of Two Functional Groups through the Benzene Ring: Theory and Experiment

Popis výsledku anglicky

Energies of 132 benzene para bis-derivatives calculated within the framework of the density functional theory at the level B3LYP/6-311+G(d,p)HB3LYP/6-311+G(d,p) were used for correlations of two types. Correlation with the experimental enthalpies of formation clearly revealed that the published experimental data are generally not dependable and may be loaded with errors of more than 10 U mol(-1). On the other]land, the calculated relative energies are biased so that the interaction of the two substituents is systematically overestimated. This shortcoming was insignificant for our correlations of the second type, in which the interaction of substituents expressed in terms of isodesmic reactions was analyzed depending on the effects of inductive and resonance. The results depended strongly on the character of substituents. When one substituent is an electron donor and the other is an acceptor, the inductive-resonance model works and the classical resonance picture is adequate. With two a

Druh

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

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

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Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2009

Kód důvěrnosti údajů

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

Název periodika

Journal Comput.Chem.

ISSN

0192-8651

e-ISSN

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Svazek periodika

30

Číslo periodika v rámci svazku

7

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

6

Strana od-do

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Kód UT WoS článku

000265250800007

EID výsledku v databázi Scopus

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