Model for electrochemical parameters for 4-(benzylsulfanyl)pyridines calculated from the molecular structure

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F16%3A10323752" target="_blank" >RIV/00216208:11310/16:10323752 - isvavai.cz</a>

Výsledek na webu

<a href="http://dx.doi.org/10.1016/j.jelechem.2016.01.032" target="_blank" >http://dx.doi.org/10.1016/j.jelechem.2016.01.032</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.jelechem.2016.01.032" target="_blank" >10.1016/j.jelechem.2016.01.032</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Model for electrochemical parameters for 4-(benzylsulfanyl)pyridines calculated from the molecular structure

Popis výsledku v původním jazyce

As the half-wave potential is an important electrochemical property used for the characterization of organic compounds, this study is aimed to build up a QSPR model of half-wave oxidation potential of 4-(benzylsulfanyl)pyridines. Firstly, mechanism of electrochemical oxidation of 4-(benzylsulfanyl)pyridines as a model of their possible metabolic degradation was elucidated by preparative electrolysis and GC-MS analysis of oxidative products. Secondly, the QSPR of a half-wave potential of 4-(benzylsulfanyl)pyridines has been performed by two computational approaches: (i) optimal descriptors calculated with Simplified Molecular Input Line Entry System (SMILES), and (ii) classical Hammett constants. Both models have been proved to be statistically significant, and the statistical qualities of both computational approaches are comparable. The mechanistic interpretations of both approaches have been given, and their results gave complementary views on effect of structure of molecular fragments of substituents on the half-wave potential of examined compounds.

Název v anglickém jazyce

Model for electrochemical parameters for 4-(benzylsulfanyl)pyridines calculated from the molecular structure

Popis výsledku anglicky

As the half-wave potential is an important electrochemical property used for the characterization of organic compounds, this study is aimed to build up a QSPR model of half-wave oxidation potential of 4-(benzylsulfanyl)pyridines. Firstly, mechanism of electrochemical oxidation of 4-(benzylsulfanyl)pyridines as a model of their possible metabolic degradation was elucidated by preparative electrolysis and GC-MS analysis of oxidative products. Secondly, the QSPR of a half-wave potential of 4-(benzylsulfanyl)pyridines has been performed by two computational approaches: (i) optimal descriptors calculated with Simplified Molecular Input Line Entry System (SMILES), and (ii) classical Hammett constants. Both models have been proved to be statistically significant, and the statistical qualities of both computational approaches are comparable. The mechanistic interpretations of both approaches have been given, and their results gave complementary views on effect of structure of molecular fragments of substituents on the half-wave potential of examined compounds.

Druh

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

CEP obor

CF - Fyzikální chemie a teoretická chemie

OECD FORD obor

—

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2016

Kód důvěrnosti údajů

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

Název periodika

Journal of Electroanalytical Chemistry

ISSN

1572-6657

e-ISSN

—

Svazek periodika

766

Číslo periodika v rámci svazku

April

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

6

Strana od-do

24-29

Kód UT WoS článku

000374605200004

EID výsledku v databázi Scopus

2-s2.0-84957599879