L→S Coordination Complexes Containing Benzothiazol-2-ylidene Ligand: Quantum Chemical Analysis and Synthesis.

Autor: Mukhopadhyay J; Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Sector 67, S. A. S., Nagar, Punjab, 160062, India., Bhagat S; Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Sector 67, S. A. S., Nagar, Punjab, 160062, India., Sahoo SC; Department of Chemistry, Panjab University, Sector 14, Chandigarh, 160014, India., Bharatam PV; Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Sector 67, S. A. S., Nagar, Punjab, 160062, India.
Jazyk: angličtina
Zdroj: ChemPlusChem [Chempluschem] 2024 Aug; Vol. 89 (8), pp. e202400150. Date of Electronic Publication: 2024 Apr 24.
DOI: 10.1002/cplu.202400150
Abstrakt: (NHC)→E coordination interactions were known where NHC is an N-heterocyclic carbene, and E is a main group element (B, C, N, Si, P). Recently, it was suggested that compounds with (NHC)→S coordination chemistry are also possible. This work reports quantum chemical analysis and synthesis of (NHC)→S-R (+) complexes in which benzothiazol-2-ylidene acts as a ligand. A Density functional study established that (NHC)→S interaction can best be described as a coordination interaction. Synthetic efforts were made, initially, to generate divalent sulfur compounds containing benzothiazole substituents. N-alkylation of the heterocyclic ring in these sulfides using methyl triflate led to the generation of the desired products with (NHC)→S coordination chemistry, which involves the in situ generation of NHC ring ligands. The observed changes in the 13 C NMR spectra, before and after methylation, confirmed the change in the electronic character of the C-S bond from a covalent character to a coordination character.
(© 2024 Wiley-VCH GmbH.)
Databáze: MEDLINE
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