Inductive effect of uncharged groups: dependence on electronegativity

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F06%3A00016733" target="_blank" >RIV/60461373:22340/06:00016733 - isvavai.cz</a>

Alternative codes found

RIV/61388963:_____/06:00047868

Result on the web

—

DOI - Digital Object Identifier

—

Result language

angličtina

Original language name

Inductive effect of uncharged groups: dependence on electronegativity

Original language description

Substituent effects in rigid non-conjugated systems were followed on the series of 3-substituted 1-fluoro-bicyclo[1.1.1]pentanes and 2-substituted 1-fluoroethanes in the fixed ap conformation. Their energies were calculated within the framework of the density functional theory at the B3LYP/6-311++G(3df,3pd)//B3LYP/6-311++G(3df,3pd) level and the substituent effects were expressed in terms of isodesmic homodesmotic reactions. The results were confirmed by the energies of 1,4-disubstituted bicyclo[2.2.2]octanes reported in the literature and calculated at a lower level. Interaction of two common substituents of low or medium polarity cannot be described as the classical inductive effect by one term, proportional in all series, but an additional parameteris necessary, which depends only on the first atom of the substituent and may be identified with its electronegativity. The second term decreases with the distance more steeply than the first term and is always much less important. Never

Czech name

Inductive effect of uncharged groups: dependence on electronegativity

Czech description

Substituent effects in rigid non-conjugated systems were followed on the series of 3-substituted 1-fluoro-bicyclo[1.1.1]pentanes and 2-substituted 1-fluoroethanes in the fixed ap conformation. Their energies were calculated within the framework of the density functional theory at the B3LYP/6-311++G(3df,3pd)//B3LYP/6-311++G(3df,3pd) level and the substituent effects were expressed in terms of isodesmic homodesmotic reactions. The results were confirmed by the energies of 1,4-disubstituted bicyclo[2.2.2]octanes reported in the literature and calculated at a lower level. Interaction of two common substituents of low or medium polarity cannot be described as the classical inductive effect by one term, proportional in all series, but an additional parameteris necessary, which depends only on the first atom of the substituent and may be identified with its electronegativity. The second term decreases with the distance more steeply than the first term and is always much less important. Never

Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

—

Project

—

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

Journal of Physical Organic Chemistry

ISSN

0894-3230

e-ISSN

—

Volume of the periodical

19

Issue of the periodical within the volume

7

Country of publishing house

GB - UNITED KINGDOM

Number of pages

9

Pages from-to

393-401

UT code for WoS article

—

EID of the result in the Scopus database

—