18414-83-0Relevant academic research and scientific papers
Palladium-catalyzed silylations of hydrosilanes with aryl halides using bulky alkyl phosphine
Yamanoi, Yoshinori
, p. 9607 - 9609 (2005)
A palladium-catalyzed direct trialkylsilyl transfer to aryl halides has been developed. In the presence of Pd(t-Bu3P)2 and K 3PO4, electron-rich para- or meta-substitute aryl iodides were coupled efficiently with triethylsilane, triphenylsilane, and dimethylphenylsilane to afford the corresponding silylated products in moderate to good yields.
π-arene/metal binding: An issue not only of structure but also of reactivity
Masson, Eric,Schlosser, Manfred
, p. 1923 - 1925 (2005)
(Chemical Equation Presented) A trimethyl-, triethyl-, or triisopropylsilyl group attached to the meta position of toluene retards the rate of permutational hydrogen/metal interconversion with butyllithium in the presence of potassium tert-butoxide by fac
A well-defined NHC-Ir(III) catalyst for the silylation of aromatic C-H bonds: Substrate survey and mechanistic insights
Rubio-Pérez, Laura,Iglesias, Manuel,Munárriz, Julen,Polo, Victor,Passarelli, Vincenzo,Pérez-Torrente, Jesús J.,Oro, Luis A.
, p. 4811 - 4822 (2017/07/11)
A well-defined NHC-Ir(iii) catalyst, [Ir(H)2(IPr)(py)3][BF4] (IPr = 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene), that provides access to a wide range of aryl- and heteroaryl-silanes by intermolecular dehydrogenative C-H bond silylation has been prepared and fully characterized. The directed and non-directed functionalisation of C-H bonds has been accomplished successfully using an arene as the limiting reagent and a variety of hydrosilanes in excess, including Et3SiH, Ph2MeSiH, PhMe2SiH, Ph3SiH and (EtO)3SiH. Examples that show unexpected selectivity patterns that stem from the presence of aromatic substituents in hydrosilanes are also presented. The selective bisarylation of bis(hydrosilane)s by directed or non-directed silylation of C-H bonds is also reported herein. Theoretical calculations at the DFT level shed light on the intermediate species in the catalytic cycle and the role played by the ligand system on the Ir(iii)/Ir(i) mechanism.
