Metal ion promoted tautomerization and C-N bond cleavage: conversion of catechol to a p-benzoquinone derivative

Chem Commun (Camb). 2014 Nov 7;50(86):13073-6. doi: 10.1039/c4cc05286b.

Abstract

Metal ion promoted tautomerization of p-iminoquinone to o-diiminoquinone and a C-N bond cleavage of 2,5-bis(p-tolylamino)-4-p-tolyliminobenzoquinone leading to the conversion of catechol to a p-benzoquinone derivative are reported.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzoquinones / chemical synthesis
  • Benzoquinones / chemistry*
  • Carbon / chemistry
  • Catechols / chemistry*
  • Crystallography, X-Ray
  • Ions / chemistry
  • Metals / chemistry*
  • Molecular Conformation
  • Nitrogen / chemistry
  • Oxidation-Reduction
  • Palladium / chemistry
  • Quantum Theory
  • Quinones / chemistry

Substances

  • Benzoquinones
  • Catechols
  • Ions
  • Metals
  • Quinones
  • iminoquinone
  • quinone
  • Palladium
  • Carbon
  • catechol
  • Nitrogen