Russian Journal of General Chemistry, Vol. 72, No. 12, 2002, p. 1952. Translated from Zhurnal Obshchei Khimii, Vol. 72, No. 12, 2002, p. 2060.
Original Russian Text Copyright
2002 by Sharutin, Egorova, Ivanenko, Pavlushkina.
LETTERS
TO THE EDITOR
New Method for Preparing Tetraphenylbismuth Arenesulfonate
V. V. Sharutin, I. V. Egorova, T. K. Ivanenko, and I. I. Pavlushkina
Blagoveshchensk State Pedagogical University, Blagoveshchensk, Russia
Received October 8, 2001
Two methods for preparing tetraphenylbismuth
arenesulfonate have been reported: by the substitution
reaction from pentaphenylbismuth and arenesulfonic
acid [1, 2] and by the disproportionation reaction from
triphenylbismuth bis(arenesulfonates) and pentaphenyl-
bismuth [2, 3].
pared from pentaphenylbismuth and arenesulfonic
acid. The reactions were carried out according to the
following typical procedure.
Tetraphenylbismuth 2,4-dimethylbenzenesul-
fonate (I). To a solution of 1.24 g of diphenylbismuth
2,4-dimethylbenzenesulfonate in 30 ml of ether,
0.36 g of bromine was added, and the reaction mix-
ture was kept at 20 C for 48 h. The solvent was re-
moved, and the residue was extracted with 50 ml of
toluene and filtered. Removal of the solvent gave
0.65 g (81%) of compound I, mp 174 C.
We have found a new method for preparing tetra-
phenylbismuth arenesulfonates, based on oxidation of
diphenylbismuth arenesulfonate with bromine in ether
at 25 C. In the course of the reaction, discoloration of
the reaction mixture and formation of crystals of tetra-
phenylbismuth arenesulfonate were observed. It can
be proposed that the synthesis of the target product in-
volves intermediate formation of dibromodiphenylbis-
muth arenesulfonate and its subsequent dispropor-
tionation.
The IR spectra were recorded on a Hitachi-215
spectrometer for suspensions in Vaseline oil between
NaCl plates.
REFERENCES
Ph2BiOSO2C6H3Me2-2,4 + Br2
[Ph2Bi(OSO2C6H3Me2-2,4)Br2]
Ph4BiOSO2C6H3Me2-2,4.
1. Barton, D.H.R., Charpiot, B., Dau, E.T.H., Mother-
well, W.B., Pascard, C., and Pichon, C., Helv. Chim.
Acta, 1984, vol. 67, no. 2, pp. 589 599.
2. Sharutin, V.V., Sharutina, O.K., Egorova, I.V., Sen-
churin, V.S., Zakharova, A.N., and Bel’skii, V.K., Zh.
Obshch. Khim., 1999, vol. 69, no. 9, pp. 1470 1473.
Tetraphenylbismuth 4-methylbensenesulfonate and
2,5-dimethylbenzenesulfonate were prepared ana-
logously in 73% and 78% yields, respectively.
3. Sharutin, V.V., Sharutina, O.K., Egorova, I.V., Khar-
sika, A.N., Lodochnikova, O.A., Gubaidullin, A.T., and
Litvinov, I.A., Izv. Akad. Nauk SSSR, 1999, no. 12,
pp. 2350 2354.
The resulting tetraphenylbismuth arenesulfonates
by their physicochemical characteristics (IR spectrum,
melting point) are identical to compounds pre-
1070-3632/02/7212-1952$27.00 2002 MAIK Nauka/Interperiodica
Sharutin
