title: N-Heterocyclic Olefins as Robust Organocatalyst for the Chemical Conversion of Carbon Dioxide to Value-Added Chemicals.
abstract: In this report, the activity of N-heterocyclic olefins (NHOs) as a newly emerging class of organocatalyst is investigated for the chemical fixation of carbon dioxide through reactions with aziridines to form oxazolidinones and the N-formylation of amines with polymethylhydrosiloxane (PMHS) or 9-borabicyclo[3.3.1]nonane (9-BBN) as the reducing agent under mild conditions. The exocyclic carbon atoms of NHOs are highly nucleophilic owing to the electron-donating ability of the two nitrogen atoms. This high nucleophilicity of the NHOs activates CO2 molecules to form zwitterionic NHO-carboxylate (NHO-CO2 ) adducts, which are active in formylation reactions as well as the carboxylation of aziridines to oxazolidinones.
authors.affiliation: Department of Chemistry, Institute of Chemical Technology, Matunga, Mumbai-, 400 019, India.
authors.forename: Vitthal B
authors.initials: VB
authors.lastname: Saptal
authors.affiliation: Department of Chemistry, Institute of Chemical Technology, Matunga, Mumbai-, 400 019, India. bm.bhanage@gmail.com, bm.bhanage@ictmumbai.edu.in.
authors.forename: Bhalchandra M
authors.initials: BM
authors.lastname: Bhanage
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry; D001388:Aziridines / Q000737:chemistry; D002245:Carbon Dioxide / Q000737:chemistry*; D002384:Catalysis; D061565:Cycloaddition Reaction; D009584:Nitrogen / Q000737:chemistry*; D023303:Oxazolidinones / Q000737:chemistry*; D012833:Siloxanes / Q000737:chemistry
chemical_list: D000475:Alkenes; D000588:Amines; D001388:Aziridines; D023303:Oxazolidinones; D012833:Siloxanes; C402373:poly(methylhydrosiloxane); D002245:Carbon Dioxide; C033132:aziridine; D009584:Nitrogen
keywords: carbon dioxide fixation; cycloaddition; nitrogen heterocycles; organocatalysis; zwitterions