A Hemilabile and Cooperative N‐Donor‐Functionalized 1,2,3‐Triazol‐5‐Ylidene Ligand for Alkyne Hydrothiolation Reactions

Abstract

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Mesoionic and Related Less Heteroatom-Stabilized N-Heterocyclic Carbene Complexes: Synthesis, Catalysis, and Other Applications

“…Related Ir, Ru, and Os complexes with a bidentate chelating pyrimidine-rather than a pyridine-substituted triazolylidene ligand are also known. 96 Other C trz ,N-bidentate chelating triazolylidene ligands coordinated to ruthenium or iridium include N-donors derived from pyrrole (T), 44 triazole (U), 71 BOC-protected amines (V), 143 N-(methylpyridylidene)-amide (W), 94 and benzoxazole or thiazole rings (X). 67 Likewise, chelated dicarbene Rh, Pd, and Ir complexes Y bearing a linked normal−abnormal/ mesoionic NHC ligand have been studied.…”

Catalytic conversion of alkynes to α-vinyl sulfides mediated by carbene-linker-carbene (CXC) rhodium and iridium complexes

“…1 Schematic representation of mono-and dimetallic Rh(I) and Ir(I) complexes used in this study. 14,25 Scheme 1 a) Alkyne hydrothiolation catalysed by group 9 transition metals. b) and c) Rhodium-catalysed alkyne hydrothiolation activation mechanisms.…”

“…These species are often referred to as "chameleonic species" 8,11 because subtle modifications of the ancillary ligands significantly affect their activity and selectivity towards the Markovnikov (α-vinyl sulfides) or the anti-Markovnikov (E/Z-β-vinyl sulfides) addition products. 5,8,[12][13][14][15] The most generally accepted mechanism involves the oxidative addition of the thiol S-H bond to the Rh(I) metal precursor to generate the corresponding Rh(III) intermediate as a first step (Scheme 1, b). 8,11 Then, the 1,2or 2,1-alkyne insertion into the Rh-S or Rh-H bonds takes place to produce four possible reaction paths.…”

Synthesis of the First Resorcin[4]arene-Functionalized Triazolium Salts and Their Use in Suzuki–Miyaura Cross-Coupling Reactions

“…Their precursors, namely 1,2,3-triazoles, are easily accessible through copper-catalyzed Huisgen [3 + 2] click-type cycloaddition of azides and alkynes (CuAAC) [6,7], followed by N3-quaternarization. The resulting 1,2,3-triazolium salts can then be converted to transition metal complexes that, i.a., are suitable for Suzuki-Miyaura [8][9][10][11][12][13][14][15][16][17][18], Mizoroki-Heck [19,20], and Sonogashira coupling reactions [19,21], as well as for various reduction or oxidation reactions [22][23][24][25][26][27], and C-heteroatom bond forming reactions [28][29][30][31][32].…”

“…], as well as for various reduction or oxidation reactions [22][23][24][25][26][27], and C-heteroatom b ng reactions [28][29][30][31][32].…”