Russian Journal of General Chemistry, Vol. 71, No. 5, 2001, p. 814. Translated from Zhurnal Obshchei Khimii, Vol. 71, No. 5, 2001,
p. 867.
Original Russian Text Copyright
2001 by Sharutin, Egorova, Ivanenko.
LETTERS
TO THE EDITOR
New Route to Tetraarylarsenic Halides
V. V. Sharutin, I. V. Egorova, and T. K. Ivanenko
Blagoveshchensk State Pedagogical University, Blagoveshchensk, Russia
Received July 6, 2000
Several routes to tetraarylarsenic halides are known.
chloride, 1.75 g (96%), was obtained, mp 256 C (pub-
lished data: 255 257 C [1]). A mixture with an au-
thentic sample of tetraphenylarsenic chloride melted
without temperature depression.
Among them the most important are the reaction of
triarylarsine with halobenzene in the presence of alu-
minum halide and the reaction of triarylarsine oxide
with arylmagnesium halide followed by treatment of
reaction mixture with aqueous solution of hydrogen
halide [1]. Some of these compounds were also pre-
pared from pentaarylarsenic and the corresponding
acid [2].
Tetraphenylarsenic bromide (IIIb) was prepared
similarly from pentaphenylarsenic and triphenylarse-
nic dibromide in a 97% yield; mp 273 C (published
data: 273 275 C [1]).
REFERENCES
We found a new route to tetraarylarsenic halides:
reaction of pentaarylarsenic with triarylarsenic di-
halides. It was developed for tetraphenylarsenic chlo-
ride and bromide IIIa and IIIb as examples; these
compounds were prepared in 96% and 97% yield from
pentaphenylarsenic I and triphenylarsenic dichloride
IIa and dibromide IIb, respectively.
1. Freidlina, R.Kh., Sinteticheskie metody v oblasti me-
talloorganicheskikh soedinenii (Synthetic Methods in
the Chemistry of Organometallic Compounds), Mos-
cow: Akad. Nauk SSSR, 1945, issue 7.
2. Wittig, G. and Clauß, K., Ann., 1952, vol. 578,
pp. 136 146.
3. Sharutin, V.V., Senchurin, V.S., Sharutina, O.K., Pa-
kusina, A.P., and Panova, L.P., Zh. Obshch. Khim.,
1996, vol. 66, no. 10, pp. 1755 1756.
Ph5As + Ph3AsHlg2
IIa, IIb
2Ph4AsHlg
IIIa, IIIb
I
4. Sharutin, V.V., Sharutina, O.K., Panova, L.P., and
Bel’skii, V.K., Zh. Obshch. Khim., 1997, vol. 67,
no. 9, pp. 1531 1535.
5. Sharutin, V.V., Sharutina, O.K., Pakusina, A.P., and
Bel’skii, V.K., Zh. Obshch. Khim., 1997, vol. 67,
no. 9, pp. 1536 1541.
6. Sharutin, V.V., Sharutina, O.K., Egorova, I.V., and
Panova, L.P., Zh. Obshch. Khim., 1998, vol. 68, no.
2, pp. 345 346.
7. 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.
8. Sharutin, V.V., Sharutina, O.K., Egorova, I.V., Khar-
sika, A.N., Lodochnikova, O.A., Gubaidullin, A.T., and
Litvinov, I.A., Izv. Ross. Akad. Nauk, Ser. Khim., 1999,
no. 12, pp. 2350 2354.
9. Sharutin, V.V., Sharutina, O.K., Tarasova, T.A., Khar-
sika, A.N., and Bel’skii, V.K., Zh. Obshch. Khim.,
1999, vol. 69, no. 12, pp. 1979 1981.
Hlg = Cl (IIa, IIIa), Br (IIb, IIIb).
Reactions were carried out by heating of the start-
ing compounds in an aromatic hydrocarbon. They can
also proceed at room temperature, but with a smaller
rate.
Similar syntheses of antimony and bismuth deriv-
atives of the general formula Ar4EX (E = Sb, Bi) were
reported previously [3 9]. Here we have shown that
arylation of triarylhalides of Group V elements with
their pentaaryl derivatives is also characteristic of
the aryl derivatives of arsenic(V).
Tetraphenylarsenic chloride (IIIa). A mixture of
1.00 g of pentaphenylarsenic, 0.82 g of triphenylar-
senic dichloride, and 15 ml of toluene was heated
at 90 C for 1 h. After removing the solvent the res-
idue was recrystallized from water. Tetraphenylarsenic
1070-3632/01/7105-0814$25.00 2001 MAIK Nauka/Interperiodica
Sharutin
