Highly Active Cu(II) Diimine Catalyzed Click Reactions: A Mild Yet Fast Approach to Carbazole Substituted 1,2,3-Triazoles

Thermally stable carbazole tagged Au(i)–mesoionic N-heterocyclic carbene complexes with diverse gold–hydrogen bonds

“…The compounds 1-(naphth-1-yl)-3-methyl-4-(carbazolylmethyl)-1,2,3-triazolium iodide ( L 1 .HI ) and 1-(mesityl)-3-methyl-4-(carbazolylmethyl)-1,2,3-triazolium iodide ( L 2 .HI ) were synthesised by treating methyl iodide with corresponding 1-(naphth-1-yl)-3-methyl-4-(carbazolylmethyl)-1,2,3-triazol and 1-(mesityl)-3-methyl-4-(carbazolylmethyl)-1,2,3-triazol, respectively, (Scheme 2). 32 The compounds L 1 .HI and L 2 .HI were soluble in CH 3 CN and DMSO but not soluble in acetone or MeOH. L 1 .HI and L 2 .HI were characterized by elemental analysis, FTIR, 1 H NMR, 13 C NMR and single-crystal X-ray diffraction techniques.…”

“…31 L 1 .HI = 1-(naphth-1-yl)-3-methyl-4-(carbazolylmethyl)-1,2,3-triazolium iodide and L 2 .HI = 1-(mesityl)-3-methyl-4-(carbazolylmethyl)-1,2,3-triazolium iodide were synthesized as reported. 32 FT-IR spectroscopy (neat) was carried out using a Bruker Alpha-P Fourier transform spectrometer. Elemental analysis was performed using a Euro E.A.-CHNSO elemental analyser.…”

Imine‐Linked Porous Organic Polymer Gel and Immobilization of Copper(II): Easy Synthesis and Excellent Catalyst for Huisgen [3+2] Cycloaddition Reactions

“…It is known that Cu(I) is the active species for the 1,3‐dipolar cycloaddition reactions between azides and terminal alkynes. In the case of Cu(II) catalyzed click reactions without the addition of a reducing agent, in‐situ generation of Cu(I) via the reduction of Cu(II) is well documented [56,57] . Yamaguchi et al [57] have successfully proved that a terminal alkyne can act as an efficient reducing agent for Cu(II) to generate the catalytically active Cu(I) species; as proved by the formation of alkyne–alkyne homocoupling product in stoichiometric amounts of the copper catalyst.…”

“…In the case of Cu(II) catalyzed click reactions without the addition of a reducing agent, in-situ generation of Cu(I) via the reduction of Cu(II) is well documented. [56,57] Yamaguchi et al [57] have successfully proved that a terminal alkyne can act as an efficient reducing agent for Cu(II) to generate the catalytically active Cu(I) species; as proved by the formation of alkyne-alkyne homocoupling product in stoichiometric amounts of the copper catalyst. Accordingly, we proposed plausible mechanism (Scheme 1) for Cu-TAzo-TAPB catalyzed [3 + 2] cycloaddition reactions via in-situ formation of Cu(I).…”