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Facile C−S Bond Activation of Levamisole Hydrochloride on a Triruthenium Cluster Core
Author(s) -
Cabeza Javier A.,
del Río Ignacio,
GarcíaGranda Santiago,
Riera Víctor,
SánchezVega M. Gabriela
Publication year - 2002
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/1099-0682(200210)2002:10<2561::aid-ejic2561>3.0.co;2-g
Subject(s) - chemistry , ruthenium , derivative (finance) , medicinal chemistry , protonation , chloride , ligand (biochemistry) , hydrochloride , metal , cluster (spacecraft) , stereochemistry , ion , catalysis , organic chemistry , computer science , programming language , biochemistry , receptor , financial economics , economics
The reaction of [Ru 3 (CO) 12 ] with levamisole hydrochloride ([Hlvms]Cl) leads to [Ru 3 (μ‐Cl)(μ‐η 2 ‐C 11 H 13 N 2 S‐ C , S )(CO) 9 ] ( 1 ). This complex contains a new ligand that arises from an unprecedented oxidative addition of an S−C bond of protonated levamisole to a metal atom, and is the first example of a non‐mononuclear complex derivative of levamisole. The mechanism of this reaction has been partially elucidated by studying the reaction of [Ru 3 (MeCN) 2 (CO) 10 ] with [Hlvms]Cl and [Ru 3 (μ‐Cl)(CO) 10 ] − with [Hlvms][BF 4 ]. It is concluded that upon treatment with levamisole hydrochloride, [Ru 3 (CO) 12 ] is attacked by the chloride anion to give [Ru 3 (μ‐Cl)(CO) 10 ] − ; a subsequent coupling of this cluster anion with the [Hlvms] + cation leads to an uncharacterized neutral derivative which has an intact [Hlvms] group attached to a ruthenium atom through the sulfur atom. This neutral derivative readily undergoes an S−C bond activation process to give compound 1 . (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)