Scope and Limitation of the Inductive Effect: Importance of Charged Substituents

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F04%3A00011340" target="_blank" >RIV/60461373:22310/04:00011340 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/04:00100788
Result on the web
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DOI - Digital Object Identifier
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Result language
angličtina
Original language name
Scope and Limitation of the Inductive Effect: Importance of Charged Substituents
Original language description
The interaction of two relatively distant charged or dipolar groups was evaluated on 1,4-disubstituted bicyclo[2.2.2]octane derivatives as the reaction energy of the isodesmic-homodesmotic reaction, in which this derivative is formed from two mono derivatives. Energies of the individual compounds were calculated at the B3LYP/6-311+G(d,p) level. All combinations of 12 common substituents were investigated, representing 78 reaction energies in a 12x12 data matrix. The behaviour of charged and dipolar substituents is considerably different. Interaction with a charged group is described precisely (R>0.997) by one parameter, essentially identical with the standard inductive constant I. Interaction of two dipolar substituents depends also on I, but requiresan additional parameter, important particularly in the case of donor substituents (NH2, OH, Cl), less important to insignificant with the others. It is significantly correlated with the electronegativity of the first atom. Alternatively,
Czech name
Scope and Limitation of the Inductive Effect: Importance of Charged Substituents
Czech description
Scope and Limitation of the Inductive Effect: Importance of Charged Substituents

Type
J<sub>x</sub> - 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/LN00A032" target="_blank" >LN00A032: Structure and dynamics of complex molecular systems and biomolecules</a><br>
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

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