Anion Radical of Carbonyl Compounds as Electrochemically Generated Base in Henry Reactions: 1,2-Acenaphthenedione

Anion Radical of Carbonyl Compounds as Electrochemically Generated Base in Henry Reactions: 1,2-Acenaphthenedione Full article

Journal

Journal of The Electrochemical Society
ISSN: 0013-4651 , E-ISSN: 1945-7111

Output data

Year: 2020, Volume: 167, Number: 15, Article number : 155502, Pages count : DOI: 10.1149/1945-7111/ab9eb3

Authors

Mendkovich Andrey S. ¹ , Nasybullina Darya V. ¹ , Elinson Michail N. ¹ , Mikhalchenko Ludmila V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russia

Using 1,2-Acenaphthenedione as an example, cyclic voltammetry, chronoamperometry, coulometry, electrolysis and digital simulation were used to show that electroreduction of carbonyl compounds in the presence of nitromethane in 0.1 M Bu4NClO4/DMF proceeds via the ECE mechanism gives rise nitromethane anion initiating cyclic nitroaldol (Henry) process leading to β-nitroalcohols.

Mendkovich A.S. , Nasybullina D.V. , Elinson M.N. , Mikhalchenko L.V.
Anion Radical of Carbonyl Compounds as Electrochemically Generated Base in Henry Reactions: 1,2-Acenaphthenedione
Journal of The Electrochemical Society. 2020. V.167. N15. 155502 . DOI: 10.1149/1945-7111/ab9eb3 WOS Scopus OpenAlex

Web of science:	WOS:000546944700001
Scopus:	2-s2.0-85088478277
OpenAlex:	W3040528613

DB	Citing
OpenAlex	6
Scopus	5
Web of science	5