97270-40-1Relevant academic research and scientific papers
Alkali metal thioselenophosphinates, M[SeSPR2]: One-pot multicomponent synthesis, DFT study, and synthetic application
Artem'Ev, Alexander V.,Gusarova, Nina K.,Bagryanskaya, Irina Yu.,Doronina, Evgeniya P.,Verkhoturova, Svetlana I.,Sidorkin, Valery F.,Trofimov, Boris A.
, p. 415 - 426 (2013/03/28)
Diverse alkali metal thioselenophosphinates, M[SeSPR2] (M = Li, Na, K, Rb, and Cs; R = alkyl, aryl, aralkyl, and hetaralkyl), have been synthesized in 78-94 % yields by means of a one-pot multicomponent reaction between secondary phosphanes, sulfur, selenium, and alkali metal hydroxides under mild conditions (room temperature, -50 °C, 0.5 h, EtOH). The molecular and electronic structure of the [SeSPPh2]- anion and its coordination behavior towards Li+, Na+, and K+ cations have been investigated at the B3LYP level of theory. The alkylation of the alkali metal thioselenophosphinates with various organic halides proceeds regiosecifically at the selenium center to form Se-organyl thioselenophosphinates, R2P(S)SeR (R = Me, Et, Bn, allyl, propargyl), in 78-96 % yields. By the action of molecular iodine, the alkali metal thioselenophosphinates instantly (room temperature, ca. 1 s, 1,4-dioxane) undergo selective Se-Se oxidative coupling to afford the corresponding diselenides, R2P(S)SeSe(S)PR2, in 81-92 % yields. The alkali metal thioselenophosphinates are readily converted into the corresponding ammonium derivatives. Square-planar NiII complexes, Ni[SeSPR 2]2 (R = Ph, CH2CH2Ph), have been prepared in 68-81 % yield by the treatment of sodium thioselenophosphinates, Na[SeSPR2], with NiBr2 at room temperature (EtOH/CH 2Cl2, 10 min). Efficient one-pot multicomponent synthesis of Li, Na, K, Rb, and Cs thioselenophosphinates from secondary phosphanes, sulfur, selenium, and metal hydroxides has been developed. The molecular and electronic structure of the alkali metal thioselenophosphinates has been investigated by DFT (B3LYP) calculations. Their reactivity as well as synthetic usefulness has also been demonstrated. Copyright
Preparation and Some Reactions of Thioacyl Diphenylthiophosphinoyl and Thioacyl Diphenylphosphino Sulfides
Kato, Shinzi,Goto, Masahisa,Hattori, Rikizoh,Nishiwaki, Koh-ichi,Mizuta, Masateru,Ishida, Masaru
, p. 1668 - 1683 (2007/10/02)
The reaction of sodium or caesium dithiocarboxylates with diphenylthiophosphinic and diphenylselenophosphinic chlorides gives purple thioacyl diphenylthiophosphinoyl 5 and dark green thioacyl diphenylselenophosphinoyl sulfides 6, which are useful thioacylating reagents under mild reaction conditions.Thioacyl diphenylphosphino sulfides 22, which can be obtained by the similar method using diphenylphosphinous chlorides, react with methanol to yield the corresponding methyl dithiocarboxylates 15, while the reactions of 22 with N-chlorosuccinimide lead to hitherto unknown N-(thioacetylthio)succinimides 28.
