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2-(2-Benzimidazolyl)pyridine Mn(I) Complexes: Synthesis and Exploration of Catalytic Activity toward Synthesis of Pyrimidine and Quinoline

Srabani Nandi, Ishani Borthakur, Kasturi Ganguli, Sabuj Kundu

2023Organometallics22 citationsDOI

Abstract

A series of phosphine-free benzimidazole and pyridine-containing bidentate Mn(I) complexes were synthesized. Among them, Mn1 complex bearing a proton-responsive 2-hydroxypyridine-appended benzimidazole ligand was found to be highly effective for the synthesis of different N -heterocycles utilizing alcohols. Employing significantly lower catalyst loading (0.05 mol %), several substituted pyrimidines and quinolines were effectively synthesized. The lactim–lactam acid–base equilibrium of the 2-hydroxypyridine fragment, role of the countercation of the base, and effect of the externally added ligands were investigated. A probable catalytic cycle was proposed based on the basis of various control experiments and different kinetic studies.

Topics & Concepts

ChemistryBenzimidazoleQuinolinePyridineCatalysisDenticityLigand (biochemistry)PyrimidineBase (topology)PhosphineCombinatorial chemistryCatalytic cycleMedicinal chemistryStereochemistryOrganic chemistryCrystal structureReceptorBiochemistryMathematicsMathematical analysisAsymmetric Hydrogenation and CatalysisHIV/AIDS drug development and treatmentMulticomponent Synthesis of Heterocycles
2-(2-Benzimidazolyl)pyridine Mn(I) Complexes: Synthesis and Exploration of Catalytic Activity toward Synthesis of Pyrimidine and Quinoline | Litcius