1085787-45-6Relevant articles and documents
An effective and versatile strategy for the synthesis of structurally diverse heteroarylsilanesviaIr(iii)-catalyzed C-H silylation
Chen, Qi-Long,Dai, Kun-Long,Lu, Ka,Peng, Meng,Tu, Yong-Qiang,Yan, Zhi-Bo,Zhang, Fu-Min,Zhang, Xiao-Ming
, p. 9748 - 9753 (2021/07/28)
A versatile silylation of heteroaryl C-H bonds is accomplished under the catalysis of a well-defined spirocyclic NHC Ir(iii) complex (SNIr), generating a variety of heteroarylsilanes. A significant advantage of this catalytic system is that multiple types of intermolecular C-H silylation can be achieved using one catalytic system at α, β, γ, or δ positions of heteroatoms with excellent regioselectivities. Mechanistic experiments and DFT calculations indicate that the polycyclic ligand of SNIr can form an isolable cyclometalated intermediate, which leaves a phenyl dentate free and provides a hemi-open space for activating substrates. In general, favorable silylations occur at γ or δ positions of chelating heteroatoms, forming 5- or 6-membered C-Ir-N cyclic intermediates. If such an activation mode is prohibited sterically, silylations would take place at the α or β positions. The mechanistic studies would be helpful for further explaining the reactivity of the SNIr system.
Efficient iridium-catalyzed C-H functionalization/silylation of heteroarenes
Lu, Biao,Falck, John R.
supporting information; scheme or table, p. 7508 - 7510 (2009/03/12)
CSi investigation: The efficient iridium-catalyzed C-H functionalization/ silylation of a wide variety of N-, S-, and O-heteroarenes, including N-unsubstituted indoles, is promoted by 2-norbornene and features a high level of regioselectivity (see scheme; Ts = p-toluenesulfonyl, cod = cyclooctadiene). (Chemical Equation Presented)
