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

Result code in 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>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

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

Original language description

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

Czech name

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

Czech description

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

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

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Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2004

Confidentiality

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

Name of the periodical

Journal Mol.Struct.

ISSN

0022-2860

e-ISSN

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Volume of the periodical

682

Issue of the periodical within the volume

1-3

Country of publishing house

BE - BELGIUM

Number of pages

7

Pages from-to

171-177

UT code for WoS article

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EID of the result in the Scopus database

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