439659-89-9Relevant academic research and scientific papers
Ruthenium-catalyzed hydrosilylation of terminal alkynes: Stereodivergent synthesis of (E)- and (Z)-alkenylsilanes
Katayama, Hiroyuki,Taniguchi, Ken,Kobayashi, Masayuki,Sagawa, Takashi,Minami, Tatsuya,Ozawa, Fumiyuki
, p. 192 - 200 (2002)
Stereodivergent hydrosilylation of terminal alkynes (RC≡CH; R = Ph, p-tolyl, Cy, n-hexyl) with hydrosilanes (HSiMe2Ar; Ar=Ph, 3,5-(CF3)2C6H3, 4-CF3C6H4, 4-MeOC6H4) has been examined using ruthenium catalysts. (E)-selective reactions giving (E)-RCH=CHSiMe2Ar proceed in over 99% selectivity in the presence of a catalytic amount of RuHCl(CO)(PPh3)3. On the other hand, (Z)-selective reactions are successfully conducted in 91-99% selectivity by using Ru(SiMe2Ph)Cl(CO)(PPri3)2 as the catalyst. All reactions readily proceed at room temperature in high yields. (E)- and (Z)-styrylsilanes having a SiMe2 [C6H3-3,5-(CF3)2] group serve as good cross-coupling reagents with p-iodotoluene in the presence of tetrabutylammonium fluoride and [Pd(η3-allyl) Cl]2 catalyst.
