3401-11-4Relevant articles and documents
Asymmetric synthesis of 1-aryl-1,2-ethanediols from arylacetylenes by palladium-catalyzed asymmetric hydrosilylation as a key step
Shimada, Toyoshi,Mukaide, Kotaro,Shinohara, Akihiro,Han, Jin Wook,Hayashi, Tamio
, p. 1584 - 1585 (2007/10/03)
Double hydrosilylation of arylacetylenes with trichlorosilane catalyzed first by platinum and second by a chiral monophosphine-palladium complex generated the corresponding 1,2-bis(silyl)-1-arylethanes, the oxidation of which with hydrogen peroxide gave 1-aryl-1,2-diols of high enantiomeric purity (94-98% ee) in high yields. Copyright
Silaheterocycles, XXVII. Controlling the Cycloaddition Behavior of Silenes by Substituent Effects
Auner, Norbert,Wagner, Carola,Ziche, Wolfgang
, p. 831 - 843 (2007/10/02)
The silene Cl2Si=C(Ph)CH2(t-Bu) (2) is formed by the reaction of 1,1,1-trichloro-2-phenyl-1-silaprop-2-ene (1) with Li(t-Bu) in n-pentane in the temperature range from -15 to 0 deg C.The reaction initially leads to the corresponding α-lithio adduct A (addition of Li(t-Bu) to the vinyl group of 1); subsequent LiCl elimination yields 2 as an intermediate. 2 can be trapped by Me3SiOMe (3) and dienes which add across the Si=C bond.In the absence of trapping agents but in the presence of the Lewis base NEt3 the mixture 1/Li(t-Bu) reacts to give the disilacyclobutane 4.Due to its electronic and steric properties, Cl2Si=C(Ph)CH2(t-Bu) (2) and butadienes yield mainly the Diels-Alder adducts (5, 7, 9) while with styrene and 1,3-cyclohexadiene the and products are formed in competition.With 2-norbornene, 2,5-norbornadiene and quadricyclan the and products are formed selectively but only in low yields.In all reaction except with quadricyclan an ene-reaction competes with the cycloaddition leading to ene-compounds as by-products. - Keywords: Silaheterocycles, 1,1,1-Trichloro-2-phenyl-1-silaprop-2-ene, Substituent Effects, Formation of Silenes, Cycloaddition Reactions
1H, 13C and 29Si NMR study of α- and β-silylstyrenes and their adducts with dichlorocarbene
E. Liepins,Goldberg, Yu.,Iovel, I.,Lukevics, E.
, p. 301 - 312 (2007/10/02)
1H, 13C and 29NMR spectra for the α- and β-silylstyrenes (E)-PhCH=CHSiR3 (I) and PhC(SiR3)=CH2 (II) (R = Cl, Me, Ph), and those for some dichlorocarbene adducts of I and II (R = Me, Ph), were examined.From the 13C NMR data, the phenyl substituent in the m
