reflux condenser, was irradiated for 20 h on an aluminum foil background by the light of a PRK-2 lamp. The acetone was evaporated in vacuo to a small volume, and the residue was treated with ether to precipitate triphenyl-9-m-carboranylphosphonium fluoborate, which was purified by repeated reprecipitation with ether from acetone and from CHCi~. Yield 0~ g (71%), mp 222-224 ~ (from alcohol). Found: C 48.82; H 5.39; B 24.01; F 15.15; P 6.3i%. C20H2~BIIF~P. Calculated: C 48.79; H 5.32; B 24.15; F 15.44; P 6~29%, After separating the triphenyl-9-m-carboranylphosphonium fluoborate, from the ether filtrate we isolated, as de- scribed above, 0.]83 g (82%) of 9-bromo-m-carborane with mp 171-172 ~ (cfo [7]). CONCLUSIONS I. The radical reaction of the phenyl-9-o- and phenyl-9-m-carboranyliodonium fluo- + borates with PhsP proceeds exclusively with cleavage of the I-C bond to give tetraphenyl- phosphonium fluoborate and the corresponding 9-iodocarborane~ 2. A phosphonium salt with a carborane-12 radical and a B--P bond, and specifically tri- phenyl-9-m-carboranylphosphonium fluoborate, was synthesized for the first time~ I. 2o ~ 4. 5. 6~ 7~ 8. 9. LITERATURE CITED V. V. Grushin, To P~ Tolstaya, and Io N. Lisichkina, Dokl~ Akad. Nauk SSSR, 261, 99 (1981). V~ V. Grishin, T. P. Tolstaya~ Io N. Lisichkina, and A. N. Vanchikov, Dokl. Akado Nauk SSSR, 264, 868 (1982). Oo A. Ptitsyna, M~ E. Pudeeva, and Oo Ao Reutov, Doklo Akado Nauk SSSR, 165, 838 (1965) o O. A. Ptitsyna, M. E. Gurskii, and O. A~ Reutov, Zho Org. Khim., 10, 2246 (1974) o H. No'th and B. Wrackmeyer, Nuclear Magnetic Resonance Spectroscopy--of Boron Compounds~ Springer-Verlag (1978). A. No Nesmeyanov and L. Go Makarova~ Izv. Akado Nauk SSSR, Otd. Khim. Nauk~ 617 (1945). R. Grimes, Carboranes, Academic Press (1970). L. I. Zakharkin and V. N. Kalinin, Izv. Akad. Nauk SSSR~ Ser. Khim.~ 575 (1966). V. V. Grushin, T. P. Tolstaya, and I. N0 Lisichkina, Izv. Akad~ Nauk SSSR~ Ser. Khim., 2412 (1982). REACTION OF DIPHENYLCARBODIIMIDE WITH PHENYL GLYCIDYL ETHER Vo A. Pankratov, Ts. M. Frenkel, Ao M. Fainleib, Yu. V. Vasil~ev, Lo I. Komarova, V. M. Laktionov, and S. V. Vinogradova UDC 542.91:547o551o43:547o588o15 The reaction of carbodiimideswithepoxide compounds has received little study [I~ 2]. The purpose of the present paper was to study the reaction of dipheny!carbodiimide (DPC) with phenyl glycidyl ether (PGE). The reaction of DPC with PGE~ taken in an equimolar ratio, was run at 175~ in o-dichlorobenzene as the medium. Elemental analysis and the IR, PMR, and the mass spectra testify to the fact that 3-phenyl-5-phenoxymethyl-2-N-phenyliminooxazolidine (I) is formed here. A P~N:C----NPhq-H~C--CHCH~OPh ~ PhOCH.~HC--CH2 X, ii N I Ph (i) A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR~ Moscow. Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, Noo 2, pp. 474- 476~ February~ 1983. Original article submitted July I, 1982. 0568-5230/83/3202-0431507.50 9 1983 Plenum Publishing Corporation 431