Synthesis and Electrochemical Reduction of 2,2 '-Diaryl-5,5,5 ',5 '-tetramethyl-3,3 '-bi(pyrrol-3-ylidene)-4,4 '(5H,5 ' H)-dione 1,1 '-Dioxides

Synthesis and Electrochemical Reduction of 2,2 '-Diaryl-5,5,5 ',5 '-tetramethyl-3,3 '-bi(pyrrol-3-ylidene)-4,4 '(5H,5 ' H)-dione 1,1 '-Dioxides Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Output data

Year: 2010, Volume: 46, Number: 3, Pages: 399-405 Pages count : 7 DOI: 10.1134/S1070428010030176

Authors

Khalfina I.A. ^1,2 , Vasil'eva N.V. ¹ , Irtegova I.G. ¹ , Shundrin L.A. ¹ , Reznikov V.A. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Div, Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Novosibirsk 630090, Russia

2,2'-Diaryl-5,5,5',5'-tetramethyl-3,3'-bi(pyrrol-3-ylidene)-4,4'(5H,5'H)-dione 1,1'-dioxides containing a carboxy, alkoxycarbonyl, or carbamoyl group in the para position of one or both benzene rings were synthesized. These compounds may be regarded as cyclic dinitrones with conjugated C=C bond. Mild aminolysis of carboxy groups in the title compounds may be used to introduce dinitrone fragments into oligonucleotide or polypeptide structures. Electrochemical reduction of the resulting amides involves reversible oneelectron transfer in the first step at a near-zero potential, which makes it possible to use the title compounds as electrochemically active labels in applied bioorganic electrochemistry.

Khalfina I.A. , Vasil'eva N.V. , Irtegova I.G. , Shundrin L.A. , Reznikov V.A.
Synthesis and Electrochemical Reduction of 2,2 '-Diaryl-5,5,5 ',5 '-tetramethyl-3,3 '-bi(pyrrol-3-ylidene)-4,4 '(5H,5 ' H)-dione 1,1 '-Dioxides
Russian Journal of Organic Chemistry. 2010. V.46. N3. P.399-405. DOI: 10.1134/S1070428010030176 WOS Scopus РИНЦ

Published print:	Mar 1, 2010
Published online:	Apr 24, 2010

Web of science	WOS:000277012800017
Scopus	2-s2.0-77952515510
Elibrary	15330423
OpenAlex	W2094235686