title: Copper, Silver and Sodium Salt-Mediated Quaternization by Arylation: Syntheses of N-Heterocyclic Carbene Precursors and 6-H-Phenanthridine Derivatives.
abstract: We have developed a Cu(II) -, Ag(I) -, and NaOTf-mediated intramolecular quaternization by arylation reactions to synthesize a variety of N-heterocyclic carbene (NHC) precursors with a benzene-fused backbone. The methodology also provides a convenient alternative route for the synthesis of 6-H-phenanthridine derivatives. A novel silver-NHC complex was prepared by treatment of Ag2 O with the free carbene, which was in situ prepared from the deprotonation of a representative quinazolinonium salt.
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry&Molecular Engineering, East China University of Science and Technology, 130 Mei Long Road, Shanghai, 200237, China.
authors.forename: Wenqi
authors.initials: W
authors.lastname: Shen
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry&Molecular Engineering, East China University of Science and Technology, 130 Mei Long Road, Shanghai, 200237, China.
authors.forename: Jing
authors.initials: J
authors.lastname: Li
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry&Molecular Engineering, East China University of Science and Technology, 130 Mei Long Road, Shanghai, 200237, China.
authors.forename: Caiyun
authors.initials: C
authors.lastname: Zhang
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry&Molecular Engineering, East China University of Science and Technology, 130 Mei Long Road, Shanghai, 200237, China.|State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai, 200032, China.
authors.forename: Min
authors.initials: M
authors.lastname: Shi
authors.affiliation: Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry&Molecular Engineering, East China University of Science and Technology, 130 Mei Long Road, Shanghai, 200237, China. zhangj@ecust.edu.cn.
authors.forename: Jun
authors.initials: J
authors.lastname: Zhang
keywords: copper; nitrogen heterocycles; phenanthridines; silver; sodium