Hidetoshi Iwamoto

A facile in-situ diazo-coupling reactions under two-phase conditions catalyzed by tetrakis[3,5-bis(trifluoromethyl)phenyl]borate ion

In-situ diazo-coupling and N- and C-nitrosations under CH2Cl2-aq.H2SO4 two-phase systems have proved to be catalyzed by TFPB ion.

Diazotization of pentafluoroaniline by means of anion-catalyzed phase transfer catalysis in a hydrophobic organic solvent

Abstract Anion-catalyzed phase-transfer catalysis was successfully applied to diazotization of pentafluoroaniline in a dichloromethane-aqueous sulfuric acid two-phase system. The resulting diazonium group was coupled in situ with anisole, 1-methoxynaphthalene, and mesitylene, and replaced in situ with bromo, hydryl, and phenyl substituents under a two-phase condition.

Structural influences on the isomerization of 4-benzyl- and 4-allyl-1,2-naphthoquinones to quinonemethides and their stereochemistry

The isomerization of 4-benzyl-1,2-naphthoquinones and 4-allyl-1,2-naphthoquinones to quinonemethides has been studied. The steric interaction and extra π conjugation in the quinonemethide, and acidity of methylene protons of the quinone, are controlling factors for the isomerization. 1H N.m.r. studies suggested that the quinonemethides have the E configuration.