Observation of Electrochemically Generated Radical Anions of Colchicides and Isocolchicides, and a Comparison with the Radical Anions of Troponoids (Articolo in rivista)

Type

• Articolo in rivista (Classe)
• Prodotto della ricerca (Classe)

Label

• Observation of Electrochemically Generated Radical Anions of Colchicides and Isocolchicides, and a Comparison with the Radical Anions of Troponoids (Articolo in rivista) (literal)

Anno

• 2002-01-01T00:00:00+01:00 (literal)

Alternative label

• M. Cavazza, L. Nucci, F. Pergola, L. Pardi, C. Pinzino, F. Pietra (2002)
  Observation of Electrochemically Generated Radical Anions of Colchicides and Isocolchicides, and a Comparison with the Radical Anions of Troponoids
  in Tetrahedron (Oxf., Print)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• M. Cavazza, L. Nucci, F. Pergola, L. Pardi, C. Pinzino, F. Pietra (literal)

Pagina inizio

• 9553 (literal)

Pagina fine

• 9558 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 58 (literal)

Rivista

• Tetrahedron (Rivista)

Note

• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• Dipartimento di Chimica e Chimica Industriale, Universita` di Pisa, via Risorgimento 35, I-56100 Pisa, Italy Istituto per i Processi Chimico-Fisici (IPCF-CNR), via Moruzzi 1, I-56124 Pisa, Italy INFM and Dipartimento di Fisica, Universita` di Pisa, Piazza Torricelli, I-56100 Pisa, Italy Via della Fratta 9, I-55100 Lucca, Italy (literal)

Titolo

• Observation of Electrochemically Generated Radical Anions of Colchicides and Isocolchicides, and a Comparison with the Radical Anions of Troponoids (literal)

Abstract

• Cathodic reduction of 10-ethylthiocolchicide (2), 9-ethoxyisocolchicide (3), 9-methylthioisocolchicide (4), 9-n-butylthioisocolchicide (5), and 9-phenylthioisocolchicide (6) at a platinum electrode in DMF under N2 gave the corresponding radical anions for which EPR spectra were recorded. Voltammetric analysis of these compounds revealed a reversible wave at minimum scan rate 0.1–0.5 V s21. Hyperfine coupling constants (hfcc) for these radical anions—assigned by spectral simulation and DFT calculations of electron spin densities—are highest at the position adjacent to the carbonyl group. Decreasingly small hfccs were assigned, in the given order, to the g and b positions with respect to the carbonyl group. This trend—which is only marginally affected by oxygen, amino, and sulfur substituents—can be qualitatively rationalized on the basis of classical resonance structures. These afford stability to the system in diminishing order for the unpaired electron at the a, g, or b position with respect to the cycloheptatrienone carbonyl group, which corresponds to conjugation of the unpaired electron through three, two, or one CvC bonds, respectively. Similar conclusions apply to a variety of substituted troponoids. (literal)

Prodotto di

• Struttura e dinamica in sistemi autoorganizzati e cooperativi (MD.P01.012.001) (Modulo)
• Institute for chemical and physical processes (IPCF) (Istituto)

Autore CNR

• CALOGERO PINZINO (Unità di personale interno)

Incoming links:

Prodotto

• Institute for chemical and physical processes (IPCF) (Istituto)
• Struttura e dinamica in sistemi autoorganizzati e cooperativi (MD.P01.012.001) (Modulo)

Autore CNR di

• CALOGERO PINZINO (Unità di personale interno)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Tetrahedron (Rivista)