Activation of molecular oxygen by copper salts in acetic acid and application to oxidation of 1,4-diphenylbutadiene and of 2,6-di-t-butylphenol: a 2,4-diphenylfuran synthesis

Mamalis, I.; Noels, Alfred; Tihange, G.; Warin, Roger; Teyssié, Philippe; Hubert, André J.

doi:10.1016/0304-5102(88)80064-6

Article (Scientific journals)

Activation of molecular oxygen by copper salts in acetic acid and application to oxidation of 1,4-diphenylbutadiene and of 2,6-di-t-butylphenol: a 2,4-diphenylfuran synthesis

Mamalis, I.; Noels, Alfred; Tihange, G. et al.

1988 • In Journal of Molecular Catalysis, 45 (3), p. 327-333

Peer reviewed

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https://hdl.handle.net/2268/237690

DOI
10.1016/0304-5102(88)80064-6

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Keywords :

ACETIC ACID - Solutions; CATALYSTS - Copper Compounds; PHENOLS; SUBSTRATES; COPPER SALTS; DIOXYGEN ACTIVATION CATALYSTS; MOLECULAR OXYGEN; OXYGEN

Abstract :

[en] The stoichiometry and the kinetics of molecular oxygen absorption by the Cu(OAc)2-LiBr system in solution in acetic acid-acetic anhydride (1:1) mixture has been investigated in the presence respectively of 1,4-dipheny1-1,3-butadiene (3) and of phenols as substrates. The former affords 2,5-diphenylfuran (5), whereas 2,6-di-t-butylphenol (10) leads to the formation of quinoid derivatives (12). The results are discussed on the basis of a duality of mechanism: the copper-LiBr catalyst used acts both as a dioxygen activation catalyst and as a halogenation system, this last aspect receiving further support from the copper halide-catalyzed oxidation of indene. © 1988.

Disciplines :

Chemistry

Author, co-author :

Mamalis, I.; Laboratoire de Chimie Macromoléculaire et de Catalyse Organique, Université de Liége, Institut de Chimie, B 6, Sort Tilman 4000 LiègeBelgium

Noels, Alfred ; Université de Liège - ULiège > Relations académiques et scientifiques (Sciences)

Tihange, G.; Laboratoire de Chimie Macromoléculaire et de Catalyse Organique, Université de Liége, Institut de Chimie, B 6, Sort Tilman 4000 LiègeBelgium

Warin, Roger ; Université de Liège - ULiège > Département de géologie > Minéralogie et cristallochimie

Teyssié, Philippe ; Université de Liège - ULiège > Relations académiques et scientifiques (Sciences)

Hubert, André J.

Language :

English

Title :

Activation of molecular oxygen by copper salts in acetic acid and application to oxidation of 1,4-diphenylbutadiene and of 2,6-di-t-butylphenol: a 2,4-diphenylfuran synthesis

Publication date :

1988

Journal title :

Journal of Molecular Catalysis

ISSN :

0304-5102

Publisher :

Elsevier, Netherlands

Volume :

Issue :

Pages :

327-333

Peer reviewed :

Peer reviewed

Available on ORBi :

since 29 June 2019

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