I. D. Nizamov

Bisdithiophosphonic Acids In Metal Complex Formation Reactions

The methods of synthesizing bisaryldithiophosphonic acids and their metal complexes were developed.

Phosphorylation of Dienyl Diprenoid Alcohols

Abstract The reactions of geraniol, nerol, and linalool with N,N-diethylamido O,O-propylenephosphite and diethyl chlorophosphite were studied. On the basis of these studies, new dienyl diprenoid phosphite esters were obtained. GRAPHICAL ABSTRACT

α-Aminophosphonates and Imines on the Basis of Citral, Citronellal, and (−)-Myrtenal

Abstract The Kabachnik-Fields reaction of citral with dialkyl phosphites in the presence alkyl amines; the imine formation reaction of E,Z-citral, R,S-citronellal, and (R)-(−)-myrtenal with primary amines; and Pudovik reactions of prenyl imines obtained with dialkyl phosphites or with O,O-dialkyl trimethylsilylphosphites were studied. On the basis of these studies, new unsaturated prenyl imines and α-aminophosphonates were prepared.

Membrane transport of metal ions by bisdithiophosphonyl podands

Methods of membrane extraction play an important role in technological processes for selective separation of mineral, organic, and biological substrates [1]. Earlier we studied the membrane transport of alkali and alkaline earth metals with phosphorylated azapodands and established the maximum transport efficiency where the metal ion size and pseudocavity formed by the podand are complementary to each other [2, 3]. In the present work we used S-alkyl diesters of bisaryldithiophosphonic acids I–V in the transport through liquid membrane of copper(II), barium(II), and lead(II) ions differing both in the their atomic radii and ability to form coordination compounds with sulfur-containing ligands. The description of synthesis methods and some properties of podands is given in [3–6]. DOI: 10.1134/S1070363210010251

Reaction of O,O-diethyl phosphorodithioic acid with hexadec-1-ene. Catalysis with zinc chloride

As shown earlier [1–6] the regiochemistry of addition of O,O-diethyl phosphorodithioic acid (I) to unsymmetrical alkenes, i.e. formation of Markovnikov or anti-Markovnikov products, is defined by the nature of substituents at the double bond and, in some cases, on the presence or absence of catalysts in the reaction mixture. Alkenes with electron-acceptor groups at the double bond take up dithio acid I under base catalysis or without it occurs against Markovnikov’s rule [2]. The reactions of unactivated aliphatic alkenes (oct-1and oct-2-enes, cyclohexene, diisobutylene) at 100°C give rise to Markovnikov products [4–6]. Phos-phorodithioc acids not been subjected to special purification with aqueous sodium carbonate [4–6] contain an admixture of phosphorus sulfide (P4S10) which can destroy peroxide admixtures in commercial alkenes and thus favors formation of Markovnikov products. At the same time, cumene hydroperoxide additive in a mixture of dithio acid I and oct-1-ene favors an antiMarkovnikov reaction pathway. The reaction of commercial oct-1-ene (with a natural content of peroxides) with purified dithio acid I provides a mixture of two isomeric Markovnikov adducts [6].

Reaction of O,O-diisopropyl hydrogen dithiophsophate with (+)-limonene

a Kazan State University, ul. Kremlevskaya 18, Kazan, 420008 Tatarstan, Russia e-mail: Ilyas.Nizamov@ksu.ru; nizamov@iopc.knc.ru b Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia c Tatar State Humanitarian Pedagogical University, Kazan, Tatarstan, Russia d Kazan State Medical University, Kazan, Tatarstan, Russia

Disproportionations of S-Silyl and S-Arsenic Derivatives of Thiophosphorus Acids

There is considerable interest in derivatives of tetracoordinated phosphorus thioacids containing the P(S)SE (E = Si, As) fragment, because of their possible use as synthetic intermediates for new organothiophosphorus compounds. The reaction of 2,4-bis(alkylthio)1,3,2,4-dithiadiphosphetane-2,4-disulfides with trimethyl(dialkylamino)silane has been found to give S-trimethylsilyl S-alkyl(dialkylamido)trithiophosphates. S-Trimethylsilyl S-ethyl(diethylamido)trithiophosphate was partially transformed into cyclic 2,4-bis(diethylamido)-1,3,2,4-dithiadiphosphetane-2,4-disulfide and trimethyl (ethylthio)silane. The molecular and crystal structure of 2,4-bis (diethylamido)-1,3,2,4-dithiadiphosphetane-2,4-disulfide was established by X-ray single crystal diffraction. In contast, S-diethylarsenic(III) aryl(dialkylamido)dithiophosphonates obtained in the reaction