Reactivity of orthophthalaldehyde with aliphatic, alicyclic and aromatic primary diamines: Electrochemical study and mechanistic considerations

Kód výsledku v IS VaVaI

RIV/61388955:_____/18:00506550 - isvavai.cz

Výsledek na webu

http://hdl.handle.net/11104/0297781

DOI - Digital Object Identifier

10.1016/j.jelechem.2018.02.019

Jazyk výsledku

angličtina

Název v původním jazyce

Reactivity of orthophthalaldehyde with aliphatic, alicyclic and aromatic primary diamines: Electrochemical study and mechanistic considerations

Popis výsledku v původním jazyce

The reactions of OPA with eight primary diamines were electrochemically monitored and the main products were isolated and identified. Various types of diamines were used: two non-vicinal alpha,omega-diaminoalkanes, four vicinal 1,2-diamino(cyclo)alkanes and two aromatic diamines. The results showed three electrochemical patterns: a,to aliphatic diamines and both aromatic diamines exhibited only consumption of the parent OPA without observation of any electroactive intermediate or product, aliphatic and alicyclic vicinal diamines react with OPA under fast formation of reducible intermediate and its slow follow-up reaction yielding reducible product. A special case represents 1,2-trans-diaminocyclohexane exhibiting different products with regard to its cis-isomer. The main reaction products in all cases are derivatives of indano[1,2-a]benzimidazole and not bis-Schiff bases discussed in the literature.

Název v anglickém jazyce

Reactivity of orthophthalaldehyde with aliphatic, alicyclic and aromatic primary diamines: Electrochemical study and mechanistic considerations

Popis výsledku anglicky

The reactions of OPA with eight primary diamines were electrochemically monitored and the main products were isolated and identified. Various types of diamines were used: two non-vicinal alpha,omega-diaminoalkanes, four vicinal 1,2-diamino(cyclo)alkanes and two aromatic diamines. The results showed three electrochemical patterns: a,to aliphatic diamines and both aromatic diamines exhibited only consumption of the parent OPA without observation of any electroactive intermediate or product, aliphatic and alicyclic vicinal diamines react with OPA under fast formation of reducible intermediate and its slow follow-up reaction yielding reducible product. A special case represents 1,2-trans-diaminocyclohexane exhibiting different products with regard to its cis-isomer. The main reaction products in all cases are derivatives of indano[1,2-a]benzimidazole and not bis-Schiff bases discussed in the literature.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10405 - Electrochemistry (dry cells, batteries, fuel cells, corrosion metals, electrolysis)

Projekt

GA17-18108S: Nové elektrochemicky aktivní thiacalix[4]areny a jejich oxidovaná analoga jako ligandy a receptory

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2018

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

821

Číslo periodika v rámci svazku

SI

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

9

Strana od-do

131-139

Kód UT WoS článku

000437818600021

EID výsledku v databázi Scopus

2-s2.0-85042388004