33668-60-9Relevant academic research and scientific papers
Palladium-Catalyzed Cross-Coupling of Silyl Electrophiles with Alkylzinc Halides: A Silyl-Negishi Reaction
Cinderella, Andrew P.,Vulovic, Bojan,Watson, Donald A.
supporting information, p. 7741 - 7744 (2017/06/21)
We report the first example of a silyl-Negishi reaction between secondary zinc organometallics and silicon electrophiles. This palladium-catalyzed process provides direct access to alkyl silanes. The delicate balance of steric and electronic parameters of the employed DrewPhos ligand is paramount to suppressing isomerization and promoting efficient and selective cross-coupling.
Acyl iodides in organic synthesis: X. Reactions with triorganylsilanes and triphenylgermane
Voronkov,Trukhina,Belousova,Tsyrendorzhieva,Vlasova
experimental part, p. 1751 - 1753 (2009/09/29)
Reaction of acyl iodides RCOI (R = Me, Ph) with triorganylsilanes R′2R″SiH in toluene gives 50-60% of the corresponding triorganyliodosilanes R′2R″SiI. Triethylsilane reacts with the same acyl iodides under solvent-free conditions to afford the corresponding aldehyde and triethyliodosilane as primary products. Triethyliodosilane undergoes subsequent transformations into hexaethyldisiloxane and triethyl(acyloxy)silane Et3SiOCOR (R = Me, Ph). Reactions of acyl iodides RCOI (R = Me, Ph) with triphenylgermane in the absence of a solvent lead to formation of iodo(triphenyl)germane in more than 90% yield.
PdCl2 and NiCl2-catalyzed hydrogen-halogen exchange for the convenient preparation of bromo- and iodosilanes and germanes
Iwata, Arihiro,Toyoshima, Yutaka,Hayashida, Tsuyoshi,Ochi, Takahiko,Kunai, Atsutaka,Ohshita, Joji
, p. 90 - 95 (2007/10/03)
Bromination and iodination of hydrosilanes and germanes were studied. Treatment of hydrosilanes with an excess of ethyl, propyl, or allyl bromide in the presence of a catalytic amount of PdCl2 or NiCl2 gave bromosilanes in good to high yield by hydrogen-halogen exchange. By using methyl, propyl, or allyl iodide as the iodine source, similar iodination of hydrosilanes was readily performed. Halogenation of hydrogermanes also proceeded by similar treatment.
Selective synthesis of halosilanes from hydrosilanes and utilization for organic synthesis
Kunai, Atsutaka,Ohshita, Joji
, p. 3 - 15 (2007/10/03)
Selective synthesis of halosilanes has been examined. Various types of halosilanes and halohydrosilanes, such as R3SiX, R2SiHX, R2SiX2, RSiH2X, RSiHX2 (X=Cl, Br, F), were obtained by the reactions of the corresponding hydrosilanes with Cu(II)-based reagents selectively in high yields. This method could be also applied to the synthesis of chlorofluorosilanes and chlorohydrogermanes. On the other hand, iodo- and bromosilanes and germanes were obtained by Pd- or Ni-catalyzed hydride-halogen exchange reactions of hydrosilanes with alkyl or allyl halides. Their synthetic applications have been demonstrated by using iodo- and bromosilanes and chlorofluorosilanes.
