The electrochemical dehalogenation of a variety of halogenated aromatic compounds is studied by means of semiempirical (AM1) and ab initio (ROHF 3-21G*) calculations. Comparison of the electrochemical half-wave potential values (E1/2) and calculated theoretical indices indicates the formation of a pi radical following the electron uptake. Moreover, the relationship observed between the half-wave potential, in dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), and the electron affinity suggests that the reduction potential is determined by the first electron uptake and that kinetic factors play a minor role, their influence being constant or negligible.

THEORETICAL-STUDY OF THE ELECTROREDUCTION OF HALOGENATED AROMATIC-COMPOUNDS .2. BROMINE AND CHLORINE DERIVATIVES IN DIFFERENT ORGANIC-SOLVENTS / Gavioli, Giovanna; Borsari, Marco; Fontanesi, Claudio. - In: JOURNAL OF THE CHEMICAL SOCIETY. FARADAY TRANSACTIONS. - ISSN 0956-5000. - STAMPA. - 89:(1993), pp. 3931-3939.

THEORETICAL-STUDY OF THE ELECTROREDUCTION OF HALOGENATED AROMATIC-COMPOUNDS .2. BROMINE AND CHLORINE DERIVATIVES IN DIFFERENT ORGANIC-SOLVENTS

GAVIOLI, Giovanna;BORSARI, Marco;FONTANESI, Claudio
1993

Abstract

The electrochemical dehalogenation of a variety of halogenated aromatic compounds is studied by means of semiempirical (AM1) and ab initio (ROHF 3-21G*) calculations. Comparison of the electrochemical half-wave potential values (E1/2) and calculated theoretical indices indicates the formation of a pi radical following the electron uptake. Moreover, the relationship observed between the half-wave potential, in dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), and the electron affinity suggests that the reduction potential is determined by the first electron uptake and that kinetic factors play a minor role, their influence being constant or negligible.
1993
89
3931
3939
THEORETICAL-STUDY OF THE ELECTROREDUCTION OF HALOGENATED AROMATIC-COMPOUNDS .2. BROMINE AND CHLORINE DERIVATIVES IN DIFFERENT ORGANIC-SOLVENTS / Gavioli, Giovanna; Borsari, Marco; Fontanesi, Claudio. - In: JOURNAL OF THE CHEMICAL SOCIETY. FARADAY TRANSACTIONS. - ISSN 0956-5000. - STAMPA. - 89:(1993), pp. 3931-3939.
Gavioli, Giovanna; Borsari, Marco; Fontanesi, Claudio
File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate

Licenza Creative Commons
I metadati presenti in IRIS UNIMORE sono rilasciati con licenza Creative Commons CC0 1.0 Universal, mentre i file delle pubblicazioni sono rilasciati con licenza Attribuzione 4.0 Internazionale (CC BY 4.0), salvo diversa indicazione.
In caso di violazione di copyright, contattare Supporto Iris

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11380/10909
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 14
  • ???jsp.display-item.citation.isi??? 8
social impact