Details

Autor(en) / Beteiligte

• Khalfina, I. A
• Vasil'eva, N. V
• Irtegova, I. G
• Shundrin, L. A
• Reznikov, V. A

Titel

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

Ist Teil von

• Russian journal of organic chemistry, 2010-03, Vol.46 (3), p.399-405

Ort / Verlag

Dordrecht: Dordrecht : SP MAIK Nauka/Interperiodica

Erscheinungsjahr

2010

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• 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.