title: Cyclometalated Pd(II) and Ir(III) 2-(4-bromophenyl)pyridine complexes with N-heterocyclic carbenes (NHCs) and acetylacetonate (acac): synthesis, structures, luminescent properties and application in one-pot oxidation/Suzuki coupling of aryl chlorides containing hydroxymethyl.
abstract: A series of cyclopalladated 2-(4-bromophenyl)pyridine (bpp) complexes [Pd(bpp)(NHC)Cl] 1-3, [Pd(bpp)(acac)] 4, cyclometalated iridium(iii) complexes [Ir(bpp)2Cl]25 and [Ir(bpp)2(acac)] 6 have been synthesized and characterized. Their detailed structures have been determined by X-ray diffraction and many intermolecular C-HX (Cl, Br, π) and ππ interactions were found in their crystals. Cyclometalated complexes 1-4 and 6 exhibit luminescence with emission peaks of 390-543 nm in dichloromethane solution under UV irradiation. Their application to coupling reactions of aryl chlorides containing hydroxymethyl was also investigated. An efficient 3/Cu cocatalyzed oxidation/Suzuki reaction for the synthesis of biarylaldehydes from chloro-phenylmethanol and arylboronic acids in air has been developed. In addition, a 6/3-cocatalyzed one-pot reaction of acetylferrocene, (2-amino-5-chlorophenyl)methanol, and arylboronic acids provided 6-aryl-2-ferrocenylquinolines in moderate to good yields.
authors.affiliation: College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, Henan 471022, China. xubohan@163.com.
authors.forename: Chen
authors.initials: C
authors.lastname: Xu
authors.forename: Hong-Mei
authors.initials: HM
authors.lastname: Li
authors.forename: Zhi-Qiang
authors.initials: ZQ
authors.lastname: Xiao
authors.forename: Zhi-Qiang
authors.initials: ZQ
authors.lastname: Wang
authors.forename: Si-Fu
authors.initials: SF
authors.lastname: Tang
authors.forename: Bao-Ming
authors.initials: BM
authors.lastname: Ji
authors.forename: Xin-Qi
authors.initials: XQ
authors.lastname: Hao
authors.forename: Mao-Ping
authors.initials: MP
authors.lastname: Song