Pyrrolidides of phosphorus acids

Conclusions We were the first to obtain some 2-pyrrolidido-1,3,2-dioxaphospholanes and phosphorinanes, and also some chloroalkyl-di-,-chlorovinyl-N-pyrrolidido phosphates, which exhibit fungicidal activity.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1670–1671, July, 1973.The authors express their gratitude to I. D. Neklesova, N. V. Egorova, and M. A. Kudrina, coworkers in the toxicological laboratory, for testing the compounds.     

Imides of acids of phosphorus

Summary The principal products of the reaction of trialkyl phosphites with hydrazoic acid are dialkyl-N-alkyl aminophosphates; these are evidently formed by isomerization of the imidophosphates (RO)₃P=NH initially obtained.     

Thioethynyl esters of phosphorus acids

The results of searching for the methods of synthesis of substituted thioethynyl monothio- and dithiophosphates, which are of interest as physiologically active compounds, are summarized. The preparative method for the synthesis of thioesters of O,O-dialkylmonothiophosphoric acids of a specific type was developed: the reaction of substituted ethynyl bromides with potassium salts of the corresponding monothiophosphoric acids in the presence of an equimolar amount of CuCl. These reactions occur through the stage of formation of Cu^I salts of the corresponding monothiophosphoric acids and are accompanied by redox processes leading to the formation of free radicals. The modified method for the synthesis of substituted thioethynyl monothio- and dithiophosphates is the reaction of Cu^I salts of these acids with the corresponding ethynyl bromides.     

C-substituted macrocycles as candidates for radioimmunotherapy

The reaction between aryl aldehydes, the macrocyclic ligand 6-methyl-1,4,8,11-tetraazacyclotetradecane-6-amine (L1), and NaBH3CN produces the corresponding benzyl-substituted ligands in good yield. Copper(II) complexes of the ligands derived from salicylaldehyde (L2), p-hydroxybenzaldehyde (L4), and p-carboxybenzaldehyde (L5) were structurally characterized: [CuL2](ClO4)2.3H2O (monoclinic, P2(1)/c, a = 11.915(6) A, b = 13.861(2) A, c = 17.065(8) A, beta = 102.14(2) degrees, Z = 4); [CuL4](ClO4)2 (monoclinic, P2(1)/n, a = 9.550(3) A, b = 17.977(2) A, c = 14.612(4) A, beta 96.76(1) degrees, Z = 4), and [CuL4](ClO4)2 (monoclinic, P2(1)/n, a = 9.286(2) A, b = 11.294(1) A, c = 23.609(8) A, beta 93.68(1) degrees, Z = 4). Conjugation of several CuII complexes to a protein (bovine serum albumin) has been pursued with a view to the application of these macrocycles as bifunctional chelating agents in radioimmunotherapy.     

o-Carboranyl-containing esters of pentavalent phosphorus acids

Conclusions Some new carboranyl esters of pentavalent phosphorus acids were synthesized from the appropriate propargyl esters and decaborane.See [1] for preliminary communication.Translated from Izvestiya Akademii NaukSSSR, Seriya Khimicheskaya, No. 11, pp. 2640–2644, November, 1983.     

Selenium-containing esters of pentavalent phosphorus acids

New carboranyl selenophosphates and selenophosphonates have been prepared. A series of S--carboranylselenoethyl esters of pentavalent phosphorus acids has been prepared. These compounds hold interest as potentially physiologically active compounds.Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 7, pp. 1653–1655, July, 1990.     

Reaction of phosphorus monothio acids with oxetanes

Conclusions The reaction of dialkylthiophosphoric and cyclic six and seven-membered thiophosphoric acids with oxetanes gives the S-3-hydroxyalkyl esters of these acids. During synthesis the S-3-hydroxyalkyl esters of the five-membered cyclic thioacids undergo rearrangement to the 3-mercaptoalkyl derivatives.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1128–1130, May, 1981.     

Reaction of phosphorus trichloride with carboxylic acids

The reaction of phosphorus trichloride with a number of monobasic carboxylic acids has been studied and the optimum ratio of reactants for the yield of acid chlorides has been established. Based on analysis and the data from³¹P NMR spectroscopy of the phosphorus-containing products from this reaction it is shown that at 402-50°C a mixture of P-H acids having a predominant content of pyrophosphorous acid is formed.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 428–432, February, 1990.     

Reduction of sulfonic acids with phosphorus pentasulfide

Arene, and alkanesulfonic acids are easily reduced to the corresponding polysulfides R-(S)_n-R (n=2.9≈3.3) by treatment with phosphorus pentasulfide. In this reaction, the formation of both POS and PSH linkages is considered to be involved in the key step of the reduction.