TY - JOUR
T1 - RhCl3-catalyzed disulfide exchange reaction using water solvent in homogeneous and heterogeneous systems
AU - Arisawa, Mieko
AU - Suwa, Atsushi
AU - Yamaguchi, Masahiko
N1 - Funding Information:
This work was supported by grants from the Japan Society of Promotion of Science (Nos. 16109001 and 17689001). M.A. thanks supports from NEDO of Japan (No. 02A44003d) and the Takeda Science Foundation. A fellowship to A.S. from JSPS for young Japanese scientists is also gratefully acknowledged.
PY - 2006/3/1
Y1 - 2006/3/1
N2 - 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 disulfides 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.
AB - 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 disulfides 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.
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U2 - 10.1016/j.jorganchem.2005.11.049
DO - 10.1016/j.jorganchem.2005.11.049
M3 - Article
AN - SCOPUS:32544433613
SN - 0022-328X
VL - 691
SP - 1159
EP - 1168
JO - Journal of Organometallic Chemistry
JF - Journal of Organometallic Chemistry
IS - 6
ER -