86071-66-1Relevant academic research and scientific papers
Cross-Electrophile C(sp2)?Si Coupling of Vinyl Chlorosilanes
Duan, Jicheng,Kang, Shaolin,Liu, Xue-Yuan,Qi, Liangliang,Shu, Xing-Zhong,Wang, Ke,Xu, Guang-Li
supporting information, p. 23083 - 23088 (2020/12/09)
The cross-electrophile coupling has become a powerful tool for C?C bond formation, but its potential for forging the C?Si bond remains unexplored. Here we report a cross-electrophile Csp2-Si coupling reaction of vinyl/aryl electrophiles with vinyl chlorosilanes. This new protocol offers an approach for facile and precise synthesis of organosilanes with high molecular diversity and complexity from readily available materials. The reaction proceeds under mild and non-basic conditions, demonstrating a high step economy, broad substrate scope, wide functionality tolerance, and easy scalability. The synthetic utility of the method is shown by its efficient accessing of silicon bioisosteres, the design of new BCB-monomers, and studies on the Hiyama cross-coupling of vinylsilane products.
Alternative Ligands, XV. - Novel Ligands of the Type (4-XC6H4)SiMe(EMe2)CH2CH2E'Me2 (E,E' = N, P, As; X = Cl, F; Me = CH3)
Aslanidis, Paraskevas,Grobe, Joseph
, p. 289 - 298 (2007/10/02)
Starting from Cl2Si(Me)CH=CH2 (1) the title compounds are obtained by two different routes: a) Ligands with E = N and E' = N, P, As are prepared by aminolysis of 1 yielding Cl(Me2N)Si(Me)CH=CH2 (2) followed by SiCl-substitution with (4-ClC6H4)MgCl (3).Photochemical or base catalyzed addition of HE'Me2 (E' = N, P, As) to the vinyl group of (4-ClC6H4)SiMe(NMe2)CH=CH2 (4) produces the corresponding ligands 5 to 7 (Abb. 2).Cleavage of the SiN bond in 7 leads to (4-ClC6H4)SiMe(Cl)CH2CH2NMe2 (8) which on substitution with LiEMe2 (E = P, As) gives the ligands 9 and 10. b) Ligands with E,E' = P, As are obtained by first introducing the aryl substituent to yield (4-ClC6H4)SiMe(Cl)CH=CH2 (11) which by photochemical addition of HE'Me2 (E' = P, As) gives the semi-ligands 12 and 13.Replacement of SiCl by SiEMe2 (E = P, As) with LiEMe2 affords compounds 14 to 17 (Abb. 3). - Some representative ligands with p-fluorophenyl groups (19, 20, 24, 25) are prepared by similar procedures (Abb. 4).New compounds are characterized by spectroscopic methods (IR, NMR, MS). - Key words: Ligands with CE'Me2 and SiEMe2 Donor Groups (E, E' = N, P, As), Synthesis, IR-Spectra, NMR Spectra, MS Spectra
