N-Heterocyclic carbene, silylene and germylene ligand-based cationic Au(i)–arene complexes were prepared and employed as catalysts in the glycosidation reaction.
Herein, we report N-heterocyclic silylene and N-heterocyclic carbene supported monocoordinated cationic Cu(i) complexes with unsymmetrical arenes (toluene and m-xylene], their reactivity and catalytic application in CuAAC reactions.
Dedicated to Professor Cameron Jones on the occasion of his 60 th birthdayIn this work, we have prepared a bulky ligand supported chlorogermylene (LGeCl) [L = C 6 H 4 -2-{C(Me)=NAr*}; Ar* = (2,6bis(diphenylmethyl)-4-methylphenyl)] (2), chlorostannylene (LSnCl) (3), four-coordinate germylene (L 2 Ge) (4) and fourcoordinate stannylene (L 2 Sn) (5). Subsequently, the reactions of 4 and 5 with elemental selenium and tellurium led to the isolation of respective heavy ketones (7-9). All the compounds are well characterized by multinuclear NMR techniques and single-crystal X-ray diffraction studies.
Herein, we have demonstrated the complexation reaction of silylene and germylene [PhC(NtBu) 2 EN(TMS) 2 ; E = Si (A) and Ge (B)] with several copper(I) salts and further utilized them (1−6) as efficient catalysts in CuAAC reaction. The copper complexes (2 and 4−6) were synthesized from the reaction of [PhC(NtBu) 2 EN(TMS) 2 ] [E = Si (A) or Ge (B)] and CuX (X = Br, I, and SCN). The molecular structures of 2, 4, 5, and 6 were established by single-crystal X-ray diffraction studies. The density functional theory studies indicate that the bimetallic Cu catalyst facilitates the cycloaddition reaction by anchoring the reactants to the close proximity and reducing the energy gap between the frontier orbitals of the dipole and dipolarophile.
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