Abstract
Molybdenum(VI) catalyses effectively the sodium perborate oxidation of aryl sulfides to sulfoxides in glacial acetic acid. The catalysed oxidations of diphenyl sulfide and S-phenylmercaptoacetic acids are zero order with respect to the oxidant and first order with respect to the sulfides and Mo(VI). Trichloroacetic acid enhances the oxidation. Glacial acetic acid is a suitable solvent; methanol or ethylene glycol suppresses the reaction. The kinetic results reveal dioxoperoxomolybdenum(VI) as the reactive oxidant.
References
1.
McKillop A.
, and
Sanderson W. R.
, J. Chem. Soc., Perkin Trans. 1 , 2000 , 471 and the refs cited therein.
2.
McKillop A.
, and
Sanderson W. R.
, Tetrahedron , 1995 , 51 , 6145 and refs cited therein.
3.
Muzart J.
, Synthesis , 1995 , 1325 and refs cited therein.
4.
Karunakaran C.
, and
Kamalam R.
, Eur. J. Org. Chem. , 2000 , 3261 .
5.
Karunakaran C.
, and
Kamalam R.
, J. Chem. Soc., Perkin Trans. 2 , 2002 , 2011 .
6.
Karunakaran C.
,
Ramachandran V.
, and
Palanisamy P. N.
, Int. J. Chem. Kinet. , 1999 , 31 , 675 .
7.
Karunakaran C.
, and
Palanisamy P. N.
, Synth. React. Inorg. Met.-Org. Chem. , 1998 , 28 , 1115 .
8.
Muzart J.
, and
N'Ait Ajjou A.
, Synth. Commun. , 1991 , 21 , 575 .
9.
Karunakaran C.
,
Gnanasekaran K.
, and
Alamelu R.
, Afinidad , 1995 , 52 , 245 .
10.
Karunakaran C.
,
Anandhy K.
, and
Ramachandran V.
, Monatsh. Chem. , 2000 , 131 , 1025 .
11.
Karunakaran C.
,
Sheerin S. K. T.
, and
Palanisamy P. N.
, J. Chem. Res. (S) , 2001 , 39 .
12.
Karunakaran C.
, and
Muthukumaran B.
, Trans. Met. Chem. , 1995 , 20 , 460 .
13.
Lydon J.D.
,
Schwane L. M.
, and
Thompson R. C.
, Inorg. Chem. , 1987 , 26 , 2606 .
14.
Ghiron A.F.
, and
Thompson R. C.
, Inorg. Chem. , 1988 , 27 , 4766 ; 1989, 28 , 3647.
15.
Schwane L.M.
, and
Thompson R. C.
, Inorg. Chem. , 1989 , 28 , 3938 .