Solvent-controlled selective synthesis of biphenols and quinones: Via oxidative coupling of phenols

Nagnath Yadav More; Masilamani Jeganmohan

doi:10.1039/c7cc04829g

Solvent-controlled selective synthesis of biphenols and quinones: Via oxidative coupling of phenols

Nagnath Yadav More, Masilamani Jeganmohan

Research output: Contribution to journal › Article › peer-review

32 Scopus citations

Abstract

A regioselective synthesis of unsymmetrical and symmetrical biphenols and binaphthols via oxidative coupling of phenols or naphthols in the presence of K₂S₂O₈ in CF₃COOH under ambient conditions is described. Interestingly, the 1:1 ratio of H₂O and CH₃CN solvent mixtures at 80 °C instead of CF₃COOH provided substituted unsymmetrical quinones. A gram-scale synthesis of biphenols and binaphthols was demonstrated.

Original language	English
Pages (from-to)	9616-9619
Number of pages	4
Journal	Chemical Communications
Volume	53
Issue number	69
DOIs	https://doi.org/10.1039/c7cc04829g
State	Published - 1 Jan 2017
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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abstract = "A regioselective synthesis of unsymmetrical and symmetrical biphenols and binaphthols via oxidative coupling of phenols or naphthols in the presence of K2S2O8 in CF3COOH under ambient conditions is described. Interestingly, the 1:1 ratio of H2O and CH3CN solvent mixtures at 80 °C instead of CF3COOH provided substituted unsymmetrical quinones. A gram-scale synthesis of biphenols and binaphthols was demonstrated.",

author = "More, {Nagnath Yadav} and Masilamani Jeganmohan",

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AB - A regioselective synthesis of unsymmetrical and symmetrical biphenols and binaphthols via oxidative coupling of phenols or naphthols in the presence of K2S2O8 in CF3COOH under ambient conditions is described. Interestingly, the 1:1 ratio of H2O and CH3CN solvent mixtures at 80 °C instead of CF3COOH provided substituted unsymmetrical quinones. A gram-scale synthesis of biphenols and binaphthols was demonstrated.

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Solvent-controlled selective synthesis of biphenols and quinones: Via oxidative coupling of phenols

Abstract

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