G. G. Sergeenko

Organic Phosphorus-Suflur Compounds Derived from 1,3,2λ5,4λ5-Dithiaphosphetane 2,4-Disulfides. Synthesis and Properties

The results of authors research into the thiophosphorylating ability of 1,3,2λ5,4λ5-dithiadiphosphetane 2,4-disulfides in reactions with Group II, IV, V, and VI p-element derivatives containing E-X bonds (X = O, S, N) are summarized. New syntheses of organic phosphorus-sulfur compounds with P(S)SE (E = B, Al, C, Si, Ge, Sn, Ph, P, As, Sb, Bi, S) structural fragments are developed. Structural peculiarities and spectral and chemical properties of a series of representatives of these classes of organophosphorus compounds are discussed.

Phosphorus-containing hyperbranched structures. Phosphorylation of hyperbranched polyols with 2-(diethylamino)-1,2,3-dioxaphosphinane

Kazan State University, ul. Kremlevskaya 8, Kazan,Tatarstan, 428008 Russia e-mail: Ilyas Nizamov@ksu.ru; nizamov@iopc.knc.ru b Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Centrer, Russian Academy of Sciences, Kazan,Tatarstan, Russia c Тatar State Humanitarian and Pedagogical University, Kazan, Tatarstan, Russia d Kazan State Technological University, Kazan, Tatarstan, Russia

Reaction of 2-chlorophenylacetylene with 2,2,2-trichloro-1,3,2λ5-benzodioxaphosphole

According to the 13C and 1H NMR data (one-and two-dimensional spectra), o-chlorophenylacetylene reacts with 2,2,2-trichloro-1,3,2λ5-benzodioxaphosphole under mild conditions to give a mixture of diastereoisomeric 2,6-dichloro-4-(2-chlorophenyl)-1,2λ5-benzoxaphosphinin-2-ones differing in the configuration of the phosphorus atom and rotation of the o-chlorophenyl group about the C4-Carom bond. Hydrolysis of that mixture leads to 6-chloro-4-(2-chlorophenyl)-2-hydroxy-1,2λ5-benzoxaphosphinin-2-one as a single stereoisomer.

INFLUENCE OF NUCLEOPHILIC REAGENTS ON THE REACTIONS OF PHOSPHORUS SULFIDES AND ALKYL HOMOLOGUES OF DAVY'S REAGENT WITH ALKYL HALIDES AND DIALKYL DISULFIDES

Abstract Use of potassium carbonate, sodium sulfide and sodium alkylthiolates results in the reactivity enhancement of phosphorus sulfides (P4S10, P4S7 and P4S5) and alkyl homologues of Davys reagent in their reactions with alkyl halides and dialkyl disulfides.

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.

DITHIOPHOSPHORIC ACIDS AND TETRAPHOSPHORUS DECASULFIDE IN THE SYNTHESIS OF BORON DITHIOPHOSPHATES

Abstract The reactions of O,O-dialkyl dithiophosphoric acids with triisobutyl borate, ammonium O,O-diisobutyl dithiophosphate with fluorodiisobutyl borate, and tetraphosphorus decasulfide with triisobutyl borate were studied. On the basis of these studies, new boron derivatives of dithiophosphoric acids were obtained. Low frequency ultrasonic irradiation (22 kHz, power 130 W) leads to reduction in reaction temperature and time in the reactions studied.

REACTIONS OF PHOSPHORUS SULFIDES (P4S5, P4S7 AND P4S10) AND 2,4-BIS(ALKYLTHIO)-2,4-DITHIOXO-1,3,2λ5,4λ5-DITHIADIPHOSPHETANES WITH DIALKYLDISULFIDES AND THIOACETALS IN THE PRESENCE OF IODINE

Abstract The reactions of P4S5 and P4S7 with dialkyl disulfides and thioacetals were studied. The use of iodine results in the reactivity enhancement of P4S5, P4S7, P4S10, homologues of Davys reagent, and red phosphorus in the presence of elemental sulfur in the reactions with disulfides and thioacetals.

Boron derivatives of dithiophosphoric acids

The reactions of tetraphosphorus decasulfide 1 with trialkyl borates 2a,b and O-isobutyl diphenylborate 2c were studied. On the basis of these studies, a novel method of synthesizing S-boron derivatives of dithiophosphoric acids was developed. The use of low frequency ultrasonic irradiation (22 kHz, power 130 W) leads to a reduction in reaction temperature and time required for completion of the reactions studied.

Silicon, Boron and Arsenic Derivatives of Phosphorus(Iv) Thioacids in Synthesis of Novel Organothiophosphorus Compounds

Abstract We have found that S-boron 0-alkyl(ary1)dithiophosphonates react with organic substances containing reactive multiple bonds such as methyl acrylate, vinyl butyl ether, vinyl acetate under mild conditions to form products of insertions into the S-B bond. The similar results were obtained in the case of S-arsenic 0-alkyl(ary1)dithiophosphonates.