Functionalized Metal-Free Carbon Nanosphere Catalyst for the Selective C-N Bond Formation under Open-Air Conditions.

ABSTRACT: A versatile shape-controlled carbon nanomaterial that can efficiently catalyze the selective C-N coupling reactions under metal-free and open-air conditions was developed by applying N-doping and KOH activation strategies in candle soot (ANCS). The TEM and elemental mapping results showed the formation of sphere-shaped carbon particles as well as the uniform distribution of nitrogen species in the carbon framework. KOH activation enhanced the specific surface area of carbon, whereas N-doping enriched the electron-deficient nature by introducing functional N-based pyrrolic/graphitic structures in the carbon framework. The synergistic effect of N-doping and KOH activation significantly improved the catalytic efficiency of the carbon catalyst (ANCS), giving a 96% conversion of o-phenylenediamine (OPD) with a good selectivity to 2-phenylbenzimidazole (97%). In contrast, the pristine carbon exhibited very low activity (48% conversion of the OPD and 36% selectivity to 2-phenylbenzimidazole). Besides, the ANCS nanomaterial provided a facile catalytic approach for the homo- and cross-C-N condensation of various aromatic amines and diamines to produce diverse functional imines and benzimidazoles at mild conditions. This work provided promising insights into developing advanced, metal-free carbon-based catalysts for selective C-N coupling reactions to produce valuable drug motifs.

SUBMITTER: Krishan K 

PROVIDER: S-EPMC11339823 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature