Synthesis, structure, and reactivity of 2,6-diaryl-4-hydroxybenzenethiol

Shigeru Sasaki, Katsuhide Sutoh, Masaaki Yoshifuji

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

Novel 2,6-diaryl-4-hydroxybenzenethiol, 2,6-bis(2,4,6-triisopropylphenyl)-4-hydroxybenzenethiol, was synthesized from the corresponding 2,6-diaryl-4-bromoiodobenzene as a potential precursor of the corresponding thiobenzoquinone. The X-ray crystallography showed that the two aryl groups are nearly orthogonal to the central benzene ring and shield the mercapto group, but there still remains open space and the oxidation of the 4-hydroxybenzenethiol by MnO2 led to the formation of the corresponding disulfide. The oxidation of the 4-hydroxybenzenethiol as well as the corresponding disulfide was studied, and the spectroscopic studies suggested the formation of the labile thiobenzoquinone.

Original languageEnglish
Pages (from-to)442-448
Number of pages7
JournalHeteroatom Chemistry
Volume25
Issue number5
DOIs
Publication statusPublished - 2014 Nov 1

ASJC Scopus subject areas

  • Chemistry(all)

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