RhCl3-catalyzed disulfide exchange reaction using water solvent in homogeneous and heterogeneous systems

被引:26
作者
Arisawa, M [1 ]
Suwa, A [1 ]
Yamaguchi, M [1 ]
机构
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Dept Organ Chem, Aoba Ku, Sendai, Miyagi 9808578, Japan
基金
日本学术振兴会;
关键词
disulfide; exchange; water; rhodium chloride; homogeneous; heterogeneous;
D O I
10.1016/j.jorganchem.2005.11.049
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
RhCl3 catalyzed the alkylthio exchange reaction of hydrophilic disulfides in water under homogeneous conditions, and equilibrium was attained in several hours. The reaction was applied to the exchange Of unprotected glutathione disulfide. The reaction of dimethyl disulfide and hydrophilic distilfides under heterogeneous conditions also proceeded effectively. The mechanism turned out to be dependent on the water solubility of the substrates: The reaction of bis(3-hydroxypropyl) disulfide took place in the dimethyl disulfide phase, whereas the reaction of bis(6-aminohexyl) disulfide dihydrochloride proceeded in the water phase. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码:1159 / 1168
页数:10
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