Zvětšení substitučního efektu podél alifatického řetězce

Kód výsledku v 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>

Nalezeny alternativní kódy

RIV/61388963:_____/04:00100878

Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

Attenuation of the Substituent Effects along the Aliphatic Chain

Popis výsledku v původním jazyce

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

Název v anglickém jazyce

Attenuation of the Substituent Effects along the Aliphatic Chain

Popis výsledku anglicky

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

Druh

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

CEP obor

CH - Jaderná a kvantová chemie, fotochemie

OECD FORD obor

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Projekt

<a href="/cs/project/LN00A032" target="_blank" >LN00A032: Struktura a dynamika komplexních molekulových systémů a biomolekul</a><br>

Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2004

Kód důvěrnosti údajů

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

Název periodika

Collection of Czechoslovak Chemical Communications

ISSN

0010-0765

e-ISSN

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Svazek periodika

69

Číslo periodika v rámci svazku

5

Stát vydavatele periodika

CZ - Česká republika

Počet stran výsledku

12

Strana od-do

984-995

Kód UT WoS článku

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EID výsledku v databázi Scopus

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