Electrochemical and Quantum Chemical Investigation of Tetranitrocalix[4]arenes: Molecules with Multiple Redox Centers

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F13%3A10172664" target="_blank" >RIV/00216208:11310/13:10172664 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61388955:_____/13:00426138

Výsledek na webu

<a href="http://dx.doi.org/10.1021/jo4015613" target="_blank" >http://dx.doi.org/10.1021/jo4015613</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/jo4015613" target="_blank" >10.1021/jo4015613</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Electrochemical and Quantum Chemical Investigation of Tetranitrocalix[4]arenes: Molecules with Multiple Redox Centers

Popis výsledku v původním jazyce

The calix[4]arene skeleton is electrochemically inactive, but it is a useful stable frame for building "smart" molecules and supramolecular assemblies. Suitable substitution on the upper (and/or lower) rim leads to unusual and surprising properties in this system. Polynitrocalix[4]arenes with reducible nitro groups located at the upper rim represent molecules with multiple redox centers where the potential for interactions between them is the focus of interest. The title compounds are promising precursors, e.g., for design and synthesis of sensors. In this work, the stepwise reduction of two tetranitrocalixarenes was investigated electrochemically, and the results were correlated with quantum chemical calculations. The order of individual electron transfers was described as a consequence of molecular geometry. Two independent pairs of equivalent nitro groups were identified whose reduction potential depends upon their respective locations in the molecule. All nitro groups are electroni

Název v anglickém jazyce

Electrochemical and Quantum Chemical Investigation of Tetranitrocalix[4]arenes: Molecules with Multiple Redox Centers

Popis výsledku anglicky

The calix[4]arene skeleton is electrochemically inactive, but it is a useful stable frame for building "smart" molecules and supramolecular assemblies. Suitable substitution on the upper (and/or lower) rim leads to unusual and surprising properties in this system. Polynitrocalix[4]arenes with reducible nitro groups located at the upper rim represent molecules with multiple redox centers where the potential for interactions between them is the focus of interest. The title compounds are promising precursors, e.g., for design and synthesis of sensors. In this work, the stepwise reduction of two tetranitrocalixarenes was investigated electrochemically, and the results were correlated with quantum chemical calculations. The order of individual electron transfers was described as a consequence of molecular geometry. Two independent pairs of equivalent nitro groups were identified whose reduction potential depends upon their respective locations in the molecule. All nitro groups are electroni

Druh

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

CEP obor

CF - Fyzikální chemie a teoretická chemie

OECD FORD obor

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Projekt

<a href="/cs/project/GA13-21704S" target="_blank" >GA13-21704S: Elektrochemicky aktivní kalix[4]areny a jejich využití pro přípravu nových receptorů a (bio)senzorů</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2013

Kód důvěrnosti údajů

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

Název periodika

Journal of Organic Chemistry

ISSN

0022-3263

e-ISSN

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Svazek periodika

78

Číslo periodika v rámci svazku

21

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

6

Strana od-do

10651-10656

Kód UT WoS článku

000326615300008

EID výsledku v databázi Scopus

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