T. Nishimura et al., RUTHENIUM(II)-BIPYRIDINE ANCHORED MONTMORILLONITE-CATALYZED OXIDATIONOF AROMATIC ALKENES WITH TERT-BUTYL HYDROPEROXIDE, Tetrahedron letters, 39(24), 1998, pp. 4359-4362
Bipyridylsilylated montmorillonite (abbreviated as bpy-mont) is prepar
ed from H-montmorillonite and 6-(ethoxydimethylsilyl)-2,2'-bipyridine.
Treatment of the bpy-mont with [RuCl2(CO)2], affords a novel clay cat
alyst including Ru(II)-bpy. The oxidation of aromatic alkenes with ter
t-BuOOH in the presence of the catalyst and Et3N mainly produces vic-b
is(tert-butyldioxy)alkanes. A similar oxidation of 2,3-dimethyl-1,3-bu
tadiene affords 1,4- and 1,2-bis(tert-butyldioxy)alkenes. In the absen
ce of Et3N the oxidation of 1,1-diphenylethylene gives 2-tert-butyldio
xy-1-hydrodioxy-1,1-diphenylethane as a major product. This catalyst i
s easily separated after the reactions and can be reused for oxidation
. (C) 1998 Elsevier Science Ltd. All rights reserved.