Cyclic (Alkyl)(amino)carbene Lanthanide Amides: Synthesis, Structure, and Catalytic Selective Hydrosilylation of Alkenes
Zexiong Pan, Jianying Zhang, Lulu Guo, Hao Yang, Jianfeng Li, Chunming Cui
Abstract
The first examples of cyclic (alkyl)(amino)carbene (CAAC) lanthanide (Ln) complexes were synthesized from the reaction of CAAC with Yb[N(SiMe3)2]2 and Eu[N(SiMe3)2]2(THF)2 (THF = tetrahydrofuran). The structures of (CAAC)Yb[N(SiMe3)2]2 (2) and (CAAC)Eu[N(SiMe3)2]2(THF) (3) were determined by X-ray diffraction analysis. Density functional theory calculations of 2 revealed the predominantly ionic bond between the Ln ion and CAAC. Complex 3 enabled catalytic hydrosilylation of aryl- and silylalkenes with primary and secondary silanes in high yields and Markovnikov selectivity.
Topics & Concepts
ChemistryHydrosilylationCarbeneLanthanideSilanesAlkylMedicinal chemistryArylCatalysisSelectivityTetrahydrofuranOrganic chemistryIonSolventSilaneN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsOrganoboron and organosilicon chemistry