Steric effects of the alkyl groups: evaluation on isolated molecules by means of isodesmic reactions

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F07%3A00019335" target="_blank" >RIV/60461373:22340/07:00019335 - 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

Steric effects of the alkyl groups: evaluation on isolated molecules by means of isodesmic reactions

Popis výsledku v původním jazyce

Several possible scales of steric effects of the alkyl groups were suggested on the basis of isodesmic model reactions, in which a sterically crowded compound is formally synthesized from simpler derivatives. The reaction energies were calculated withinthe framework of the density functional theory at the level B3LYP/6-311+G(d.p)//B3LYP/6-311+G(d.p) for 6 model systems and 7 various alkyl groups. The most important systems were cis-1,2-dialkylcyclopropanes 1 synthesized from two mono derivatives and sterically crowded derivatives of bicyclo[2.2.2]octane 2 with C3 symmetry. The scales of steric effects evaluated from the two models were rather different: the first scale depended in effect only on the C atoms in the and positions and the effects were almost equal for all primary alkyls. The second scale depended also on the position and the effect of the CH2-t-Bu group was much greater than that of the ethyl group. Any relationship between various systems was found rarely, only in the c

Název v anglickém jazyce

Steric effects of the alkyl groups: evaluation on isolated molecules by means of isodesmic reactions

Popis výsledku anglicky

Several possible scales of steric effects of the alkyl groups were suggested on the basis of isodesmic model reactions, in which a sterically crowded compound is formally synthesized from simpler derivatives. The reaction energies were calculated withinthe framework of the density functional theory at the level B3LYP/6-311+G(d.p)//B3LYP/6-311+G(d.p) for 6 model systems and 7 various alkyl groups. The most important systems were cis-1,2-dialkylcyclopropanes 1 synthesized from two mono derivatives and sterically crowded derivatives of bicyclo[2.2.2]octane 2 with C3 symmetry. The scales of steric effects evaluated from the two models were rather different: the first scale depended in effect only on the C atoms in the and positions and the effects were almost equal for all primary alkyls. The second scale depended also on the position and the effect of the CH2-t-Bu group was much greater than that of the ethyl group. Any relationship between various systems was found rarely, only in the c

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

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Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2007

Kód důvěrnosti údajů

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

Název periodika

Organic and Biomolecular Chemistry

ISSN

1477-0520

e-ISSN

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Svazek periodika

2007

Číslo periodika v rámci svazku

5

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

7

Strana od-do

2081-2086

Kód UT WoS článku

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EID výsledku v databázi Scopus

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