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Thermally stable carbazole tagged Au(i)–mesoionic N-heterocyclic carbene complexes with diverse gold–hydrogen bonds†
Subramaniyam Kalaivanan,Vaddamanu Moulali,Kumar Siddhant,Kavitha Velappan,Kyohei Hisano,Osamu Tsutsumi,Ganesan Prabusankar
New Journal of Chemistry Pub Date : 11/22/2022 00:00:00 , DOI:10.1039/D2NJ03215E
Abstract

Carbazole-substituted N-heterocyclic carbene (NHC)–gold complexes have exhibited diverse structural features and interesting thermal properties. The role of the remotely linked carbazole group to mesoionic carbene in gold(I)–NHC complexes has been addressed in this paper. Thus, we have synthesized and characterized neutral gold–mesoionic carbene monomers tagged with carbazole groups. The mononuclear gold(I)–carbene complexes [(L1)AuCl] (1) and [(L2)AuCl] (2), where L1.HI = 1-(naphth-1-yl)-3-methyl-4-(carbazolylmethyl)-1,2,3-triazolium iodide and L2.HI = 1-(mesityl)-3-methyl-4-(carbazolylmethyl)-1,2,3-triazolium iodide, were synthesized and characterized. This new class of complexes exhibited interesting gold–hydrogen bonding. In addition, the thermal properties of 1 and 2 were investigated. Density functional theory (DFT) calculations and natural bond orbital (NBO) analysis were carried out on a model system, [(L′)AuCl] (1A), where L′ = 1-phenyl-4-methyl-carbazole-1,2,3-triazol-ylidene, to realize the bonding situations. The calculated metrics agreed reasonably well with the experimental observations.

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