6591-07-7Relevant articles and documents
Phosphinoyl and thiophosphinoylcarbodithioates: Synthesis, molecular structure, and application as new efficient mediators for RAFT polymerization
Mazires, Stphane,Kulai, Ihor,Geagea, Roland,Ladeira, Sonia,Destarac, Mathias
, p. 1726 - 1734 (2015)
New phosphinoyl and thiophosphinoylcarbodithioates were synthesized in a one-pot reaction from the corresponding phosphinochalcogenides. Compounds of this new generation of thiocarbonylthio derivatives have been fully characterized by IR as well as 1
Metal-free SHNcross-coupling of pyridines with phosphine chalcogenides: polarization/deprotonation/oxidation effects of electron-deficient acetylenes
Volkov, Pavel A.,Telezhkin, Anton A.,Khrapova, Kseniya O.,Ivanova, Nina I.,Albanov, Alexander I.,Gusarova, Nina K.,Trofimov, Boris A.
, p. 6206 - 6219 (2021/04/16)
Terminal acylacetylenes, typical electron-deficient acetylenes, drive SHNcross-coupling of pyridines with secondary phosphine chalcogenides under metal-free mild conditions (20-75 °C) to afford 4-chalcogenophosphorylpyridines in up to 70% yield. The reaction proceedsvia2,4-migration of chalcogenophosphoryl groups in the intermediate 1-acylvinyl-2-phosphoryl dihydropyridines with simultaneous redox elimination of the vinyl ketone oligomers. These results are generalized in a concept of trimodal (polarization/deprotonation/oxidation) catalyst-like assistance of electron-deficient acetylenes in SHNreaction of the pyridinoid heterocycles with PH-nucleophiles, which comprises: (i) repolarization (umpolung) of the pyridine ring, (ii) deprotonation of secondary phosphine chalcogenides to generate phosphorus-centered anions and (iii) oxidation of the dihydro intermediates.
Synthesis of Phosphine Chalcogenides Under Solvent-Free Conditions Using a Rotary Ball Mill
Kumar, Rajnish,Kumar, Saurabh,Pandey, Madhusudan K.,Kashid, Vitthalrao S.,Radhakrishna, Latchupatula,Balakrishna, Maravanji S.
, p. 1028 - 1037 (2018/02/26)
The mechanochemical technique of ball milling has been applied to the solventless and eco-friendly synthesis of chalcogenides (sulfide and selenide) of a variety of tertiary and aminophosphines. In most of the cases, the products are obtained in almost quantitative yields with high purity by applying a simple workup procedure without using chromatographic techniques or any other purification methods. The scope of this methodology was explored by using a range of phosphines (mono, di and tetra) to synthesize partial as well as mixed chalcogenides. The use of almost equimolar amounts of starting materials and the absence of any byproducts significantly simplifies the product isolation compared with the standard solution state reactions, thus providing a highly atom economic (100 %) method with an ideal E-factor (E = 0). The solid-state reactions were monitored by 31P{1H} NMR spectroscopy. The structures of some of the products are also confirmed by single-crystal X-ray analyses. Although most of the reactions were carried out on ca. 100-mg scale, the scaling up of the reaction did not affect the course of the reaction.
Non-catalyzed addition of secondary phosphine chalcogenides to divinyl chalcogenides under solvent-free conditions
Gusarova, Nina K.,Chernysheva, Nataliya A.,Yas’ko, Svetlana V.,Klyba, Lyudmila V.,Trofimov, Boris A.
, p. 488 - 500 (2016/10/03)
Secondary phosphine chalcogenides, R2PX (R═(CH2)2Ph, Ph; X = S, Se), react with divinyl chalcogenides, (CH2═CH)2Y (Y = S, Se, Te), at the 2:1 molar ratio (80–82°C, 56–80?h) in the absence of both cata
