18893-63-5Relevant academic research and scientific papers
DTBB-catalysed lithiation of 1,2-bis(phenylsulfanyl)ethene: Does 1-lithio-2-phenylsulfanylethene really exist?
Gómez, Cecilia,Maciá, Beatriz,Yus, Miguel
, p. 9325 - 9330 (2007/10/03)
The reaction of (Z)- or (E)-1,2-bis(phenylsulfanyl)ethene (1) with an excess of lithium and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 2.5 mol%) in the presence of a carbonyl compound as electrophile (Barbier conditions) in THF at -78°C leads, after hydrolysis with water at temperatures ranging between -78°C and rt, to a mixture of the corresponding (Z/E)-unsaturated 1,4-diols 2, the diastereomers ratio being independent of the stereochemistry of the starting materials. Allylic alcohols 3 are the main by-products, resulting from a lithium-hydrogen exchange on some of the lithiated intermediates along the whole process. A mechanistic explanation for the observed behaviour is given.
The role of palladium catalyst and base in stereoselective transformations of (E)-2-chlorovinylsulfides
Rubina, Kira,Abele, Edgars,Arsenyan, Pavel,Fleisher, Mendel,Popelis, Juris,Gaukhman, Alexander,Lukevics, Edmunds
, p. 7603 - 7607 (2007/10/03)
Stereoselective transformations of 2-chlorovinylsulfides in the presence of soluble (t-BuOK) or insoluble (solid KOH or Cs2CO 3/18-crown-6) base and palladium catalyst (dppb)Pd(OAc)2 have been studied. Depending on the sub
Relative Reactivities of Various Sulfides, Selenides and Halides Towards SH2 Attack by Tributyltin Radicals
Beckwith, Athelstan L. J.,Pigou, Paul E.
, p. 77 - 87 (2007/10/02)
The order of reactivity towards SH2 attack by tributyltin radicals on various groups X in four different molecular environments (RCO2CH2X, RCH2OCH2X, XCH2CO2Et and RCH2X) has been found by competition experiments to be Br > PhSe > Cl > p-CNC6H4S > PhS > p-MeC6H4S > MeS.The mechanism of the reaction of chloromethyl phenyl sulfide with alkoxides is discussed.
Synthesis of Vinyl Selenides or Sulfides and Ketene Selenoacetals or Thioacetals by Nickel(II) Vinylation of Sodium Benzeneselenolate or Benzenethiolate
Cristau, H. J.,Chabaud, B.,Labaudiniere, R.,Christol, H.
, p. 875 - 878 (2007/10/02)
The substitution of bromine atom on a double bond by benzeneselenolate or benzenethiolate anions is catalyzed by the bis(pyridine)nickel bromide complex.Various alkenyl selenides or sulfides and seleno- or thio acetals are prepared in good to excellent yi
