Attenuation of the Substituent Effects along the Aliphatic Chain

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F04%3A00011336" target="_blank" >RIV/60461373:22310/04:00011336 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/04:00100878
Result on the web
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DOI - Digital Object Identifier
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Result language
angličtina
Original language name
Attenuation of the Substituent Effects along the Aliphatic Chain
Original language description
Two series of model compounds were devised to follow the attenuation of substituent effects with an interposed methylene group: short-chain aliphatic compounds 1 and derivatives of bicyclo[2.2.2]octane 5. In all compounds, chlorine atom acts as substituent and charged oxygen atom as the functional group; the interaction of both is measured by the reaction energy of the isodesmic reaction calculated at the B3LYP/AUG-cc-pVTZ//B3LYP/6-311+G(d,p) and/or B3LYP/6-311+G(d,p) levels. Attenuation of the substituent inductive effect with the distance is less steep than observed previously in solution. It depends also markedly on the conformation but cannot be reproduced, not even approximately, by the electrostatic formula. Only for simple regular conformations,it can be described approximately by an exponential function with the transmission factor for one methylene group equal to 0.74. The behavior of isolated molecules differs in this case distinctly from the reactivity in solution. Neverthe
Czech name
Zvětšení substitučního efektu podél alifatického řetězce
Czech description
Zvětšení substitučního efektu podél alifatického řetězce

Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CH - Nuclear and quantum chemistry, photo 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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