Interakce dvou skupin v molekule přes dvojnou vazbu: koncept p-induktivního efektu

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F04%3A00011338" target="_blank" >RIV/60461373:22310/04:00011338 - isvavai.cz</a>

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 groups in a molecule through a double bond: concept of the p-inductive effect

Popis výsledku v původním jazyce

Effect of a charged or dipolar group on an isolated small pi, Greek-electron system, sometimes called the small pi, Greek-inductive effect, was evaluated in two ways: in terms of energy and of the electron density. Energies were calculated at the B3LYP/6-311+G(d,p) level on three model molecules with two polar groups and non-conjugated double bonds between them: 1,4-disubstituted bicyclo[2.2.2]-2-octenes (6), 1,4-disubstituted bicyclo[2.2.2]-2,5,7-octatrienes (7) and 1,4-disubstituted (E)-2-butenes (8).Interaction energy of the two substituents was evaluated by means of isodesmic reactions and compared to the energy of similar saturated derivatives. Interaction is always strengthened by the presence of double bonds; quantitatively the effect depends on their number and also on the configuration. However, the effect is rather weak and generally insufficient to explain all the observed facts cited in the literature and concerning mostly reactivity in solution. The small pi, Greek-electr

Název v anglickém jazyce

Interaction of two groups in a molecule through a double bond: concept of the p-inductive effect

Popis výsledku anglicky

Effect of a charged or dipolar group on an isolated small pi, Greek-electron system, sometimes called the small pi, Greek-inductive effect, was evaluated in two ways: in terms of energy and of the electron density. Energies were calculated at the B3LYP/6-311+G(d,p) level on three model molecules with two polar groups and non-conjugated double bonds between them: 1,4-disubstituted bicyclo[2.2.2]-2-octenes (6), 1,4-disubstituted bicyclo[2.2.2]-2,5,7-octatrienes (7) and 1,4-disubstituted (E)-2-butenes (8).Interaction energy of the two substituents was evaluated by means of isodesmic reactions and compared to the energy of similar saturated derivatives. Interaction is always strengthened by the presence of double bonds; quantitatively the effect depends on their number and also on the configuration. However, the effect is rather weak and generally insufficient to explain all the observed facts cited in the literature and concerning mostly reactivity in solution. The small pi, Greek-electr

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

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Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2004

Kód důvěrnosti údajů

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

Název periodika

Journal Mol.Struct.

ISSN

0022-2860

e-ISSN

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Svazek periodika

682

Číslo periodika v rámci svazku

1-3

Stát vydavatele periodika

BE - Belgické království

Počet stran výsledku

7

Strana od-do

171-177

Kód UT WoS článku

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EID výsledku v databázi Scopus

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