Ar-BIANH2 bearing different substituents on the aryl rings have been synthesized in high yield by reduction of the corresponding bis(aryl)acenaphthenequinonediimine (Ar-BIAN) compounds. The structure of p-CH3C6H4 -BIANH2 in the solid state was determined by X-ray diffraction. An exhaustive voltammetric investigation of the two parallel BIAN and BIANH2 series afforded a first rationalization of the redox properties of these molecules, highlighting their analogies with quinone/hydroquinone systems. Such analogies, in combination with the much more negative reduction potential range of Ar-BIAN compounds with respect to quinones, can afford to extend the range of reduction potentials so far obtainable by the use of quinones.

Easy entry into reduced Ar-BIANH2 compounds : a new class of quinone/hydroquinone-type redox-active couples with an easily tunable potential / M. Viganò, F. Ferretti, A. Caselli, F. Ragaini, M. Rossi, P. Mussini, P. Macchi. - In: CHEMISTRY-A EUROPEAN JOURNAL. - ISSN 0947-6539. - 20:44(2014), pp. 14451-14464. [10.1002/chem.201403594]

Easy entry into reduced Ar-BIANH2 compounds : a new class of quinone/hydroquinone-type redox-active couples with an easily tunable potential

F. Ferretti
Secondo
;
A. Caselli;F. Ragaini
;
P. Mussini
;
2014

Abstract

Ar-BIANH2 bearing different substituents on the aryl rings have been synthesized in high yield by reduction of the corresponding bis(aryl)acenaphthenequinonediimine (Ar-BIAN) compounds. The structure of p-CH3C6H4 -BIANH2 in the solid state was determined by X-ray diffraction. An exhaustive voltammetric investigation of the two parallel BIAN and BIANH2 series afforded a first rationalization of the redox properties of these molecules, highlighting their analogies with quinone/hydroquinone systems. Such analogies, in combination with the much more negative reduction potential range of Ar-BIAN compounds with respect to quinones, can afford to extend the range of reduction potentials so far obtainable by the use of quinones.
N ligands; X-ray diffraction; cyclic voltammetry; electrochemistry; quinones; redox chemistry
Settore CHIM/03 - Chimica Generale e Inorganica
Settore CHIM/01 - Chimica Analitica
Settore CHIM/02 - Chimica Fisica
2014
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/245992
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