24894-87-9Relevant academic research and scientific papers
An Electroreductive Approach to Radical Silylation via the Activation of Strong Si-Cl Bond
Lu, Lingxiang,Siu, Juno C.,Lai, Yihuan,Lin, Song
supporting information, p. 21272 - 21278 (2020/12/21)
The construction of C(sp3)-Si bonds is important in synthetic, medicinal, and materials chemistry. In this context, reactions mediated by silyl radicals have become increasingly attractive but methods for accessing these intermediates remain limited. We present a new strategy for silyl radical generation via electroreduction of readily available chlorosilanes. At highly biased potentials, electrochemistry grants access to silyl radicals through energetically uphill reductive cleavage of strong Si-Cl bonds. This strategy proved to be general in various alkene silylation reactions including disilylation, hydrosilylation, and allylic silylation under simple and transition-metal-free conditions.
Unprecedented McMurry Reactions with Acylsilanes: Enedisilane Formation versus Brook Rearrangement
Fuerstner, Alois,Seidel, Guenter,Gabor, Barbara,Kopiske, Carsten,Krueger, Carl,Mynott, Richard
, p. 8875 - 8888 (2007/10/03)
The first inter- and intramolecular McMurry reactions of aroyltrimethylsilanes to substituted 1,2-bis(trimethylsilyl)ethene derivatives 2a-c and 7 are described.A low-valent titanium reagent prepared by the reduction of TiCl3 with Na on inorganic supports (Al2O3, NaCl, TiO2) turned out to be best suited.Depending on the reaction conditions and on the particular substitution patterns of substrates, Brook rearrangements of the intermediate 1,2-disilylated titanium-1,2-diolates leading to the formation of C,O-disilyl-enol ethers may compete with the McMurry deoxygenation pathway.
CONVERSION OF DISILANES TO FUNCTIONAL MONOSILANES. XIII. THE PALLADIUM CATALYZED REDUCTIVE COUPLING OF BENZYLIDENE DICHLORIDES AND BENZYLIDYNE TRICHLORIDES USING DISILANES AS REDUCING AGENTS.
Matsumoto,Arai,Takahashi,Ashizawa,Nakano,Nagai
, p. 3009 - 3014 (2007/10/02)
The reaction of benzylidene dichlorides or benzylidene trichlorides with 1,2-dichloro-1,1,2,2-tetramethyl-disilane or hexamethyldisilane proceeded smoothly in the presence of a catalytic amount of Pd(PPh//3)//4 to give (E)-stilbenes or (E)- and (Z)- alpha beta -dichlorostilbenes in high yields, respectively. Also, in the presence of the palladium (0) catalyst, alpha , alpha -dichlorobenzyltrimethylsilanes reacted with hexamethyldisilane yielding (E)- alpha , beta -bis(trimethylsilyl)stilbenes in quantitative yield.
