title: N-heterocyclic carbene organocatalytic reductive β,β-coupling reactions of nitroalkenes via radical intermediates.
abstract: An unprecedented N-heterocyclic carbene catalytic reductive β,β-carbon coupling of α,β-nitroalkenes, by using an organic substrate to mimic the one-electron oxidation role of the pyruvate ferredoxin oxidoreductase (PFOR) in living systems, has been developed. The reaction goes through a radical anion intermediate generated under a catalytic redox process. For the first time, the presence of radical anion intermediate in NHC organocatalysis is observed and clearly verified.
authors.affiliation: Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University , Singapore 637371, Singapore.
authors.forename: Yu
authors.initials: Y
authors.lastname: Du
authors.forename: Yuhuang
authors.initials: Y
authors.lastname: Wang
authors.forename: Xin
authors.initials: X
authors.lastname: Li
authors.forename: Yaling
authors.initials: Y
authors.lastname: Shao
authors.forename: Guohui
authors.initials: G
authors.lastname: Li
authors.forename: Richard D
authors.initials: RD
authors.lastname: Webster
authors.forename: Yonggui Robin
authors.initials: YR
authors.lastname: Chi
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000838:Anions / Q000737:chemistry*; D004583:Electrons; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D009574:Nitro Compounds / Q000737:chemistry*; D050743:Pyruvate Synthase / Q000737:chemistry*
chemical_list: D000475:Alkenes; D000838:Anions; D009574:Nitro Compounds; C030011:carbene; D050743:Pyruvate Synthase; D008697:Methane