The electroreduction of 1-Br-2-naphthol is shown to be a not-additive process with respect to the results obtained with two structurally related chiral [1,1′-Binaphthalene]-2,2′-diol, 6,6′-dibromo and 1,1′-Binaphthalene,6,6′-dibromo-2,2′-dimethoxy compounds. The 1-Br-2-naphtol reduction is accompanied by the carbon bromine dissociation, eventually producing a film due to a fast radical-radical cross reaction. The film formation is not observed in the BINOL-like chiral halogen-derivatives.

On the Savéant's Concerted/Stepwise Model. The Electroreduction of Halogenated Naphthalene Derivatives as a Case Study / Stefani, Andrea; Giurlani, Walter; Bonechi, Marco; Marchetti, Andrea; Preda, Giovanni; Pasini, Dario; Innocenti, Massimo; Fontanesi, Claudio. - In: CHEMELECTROCHEM. - ISSN 2196-0216. - 8:22(2021), pp. 4337-4344. [10.1002/celc.202100978]

On the Savéant's Concerted/Stepwise Model. The Electroreduction of Halogenated Naphthalene Derivatives as a Case Study

Andrea Stefani;Andrea Marchetti;Claudio Fontanesi
2021

Abstract

The electroreduction of 1-Br-2-naphthol is shown to be a not-additive process with respect to the results obtained with two structurally related chiral [1,1′-Binaphthalene]-2,2′-diol, 6,6′-dibromo and 1,1′-Binaphthalene,6,6′-dibromo-2,2′-dimethoxy compounds. The 1-Br-2-naphtol reduction is accompanied by the carbon bromine dissociation, eventually producing a film due to a fast radical-radical cross reaction. The film formation is not observed in the BINOL-like chiral halogen-derivatives.
2021
10-ott-2021
8
22
4337
4344
On the Savéant's Concerted/Stepwise Model. The Electroreduction of Halogenated Naphthalene Derivatives as a Case Study / Stefani, Andrea; Giurlani, Walter; Bonechi, Marco; Marchetti, Andrea; Preda, Giovanni; Pasini, Dario; Innocenti, Massimo; Fontanesi, Claudio. - In: CHEMELECTROCHEM. - ISSN 2196-0216. - 8:22(2021), pp. 4337-4344. [10.1002/celc.202100978]
Stefani, Andrea; Giurlani, Walter; Bonechi, Marco; Marchetti, Andrea; Preda, Giovanni; Pasini, Dario; Innocenti, Massimo; Fontanesi, Claudio
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11380/1259201
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