ACS Omega
June 2024
A simple and efficient procedure for synthesizing novel pincer-type tridentate N-heterocyclic carbene bisphenolate ligands is reported. The synthesis of pincer proligands with ,'-disubstituted imidazoline core, and , was carried out via triethylorthoformate-promoted cyclization of either ,'-bis(2-hydroxy-3,5-di--butylphenyl)cyclohexanediamine, , or ,'-bis(2-hydroxyphenyl)cyclohexanediamine, , in the presence of concentrated hydrochloric acid. Cyclic voltammograms of the ligands revealed ligand-centered redox activity, indicating the noninnocent nature of the ligands.
View Article and Find Full Text PDF[This corrects the article DOI: 10.1021/acsomega.3c00645.
View Article and Find Full Text PDFSince the discovery of persistent carbenes by the isolation of 1,3-di-l-adamantylimidazol-2-ylidene by Arduengo and coworkers, we witnessed a fast growth in the design and applications of this class of ligands and their metal complexes. Modular synthesis and ease of electronic and steric adjustability made this class of sigma donors highly popular among chemists. While the nature of the metal-carbon bond in transition metal complexes bearing N-heterocyclic carbenes (NHCs) is predominantly considered to be neutral sigma or dative bonds, the strength of the bond is highly dependent on the energy match between the highest occupied molecular orbital (HOMO) of the NHC ligand and that of the metal ion.
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