Direct functionalization of the cyclometalated 2-(2′-pyridyl)phenyl ligand bound to iridium(III)

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review

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Author(s)

  • Ka-Man Cheung
  • Qian-Feng Zhang
  • Ka-Wang Chan
  • Michael H.W. Lam
  • Ian D. Williams
  • And 1 others
  • Wa-Hung Leung

Detail(s)

Original languageEnglish
Pages (from-to)2913-2921
Journal / PublicationJournal of Organometallic Chemistry
Volume690
Issue number12
Publication statusPublished - 15 Jun 2005

Abstract

Treatment of [Ir(ppy)2(μ-Cl)]2 and [Ir(ppy) 2(dtbpy)][OTf] (ppy = 2-(2′-pyridyl)phenyl; dtbpy = 4,4′-di-tert-butyl-2,2′-bipyridine; OTf = triflate) with pyridinium tribromide in the presence of Fe powder led to isolation of [Ir(4-Br-ppy)(μ- Br)]2 (1) and [Ir(4-Br-ppy)2(dtbpy)][OTf] (2), respectively. Pd-catalyzed cross-coupling of 2 with RB(OH)2 afforded [Ir(4-R-ppy)2(dtbpy)][OTf] (R = 4′-FC6H4 (3)), 4′-PhC6H4 (4), 2′-thienyl (5), 4′-C6H4CH2OH (6). Treatment of 4 with B2(pin)2 (pin = pinacolate) afforded [Ir{4-(pin)B-ppy} 2(dtbpy)][OTf] (7). The alkynyl complexes [Ir(4-PhCC-ppy) 2(dtbpy)][OTf] (8) and [Ir{4-Me2(OH)CC-ppy}(4-Br-ppy) (dtbpy)][OTf] (9) were prepared by cross-coupling of 2 with PhCCSnMe3 and Me2C(OH)CCH, respectively. Ethynylation of [Ir(fppy) 2(dtbpy)][OTf] (fppy = 5-formyl-2-(2′-pyridyl)phenyl) with Ohira's reagent MeCOC(N2)P(O)(OEt)2 afforded [Ir{5-HCC-ppy}2(dtbpy)][OTf] (10). The solid-state structures of 2, 5, 7, and 10 have been determined. © 2005 Elsevier B.V. All rights reserved.

Research Area(s)

  • Cross-coupling, Cyclometalated ligand, Functionalization, Iridium(III)

Citation Format(s)

Direct functionalization of the cyclometalated 2-(2′-pyridyl)phenyl ligand bound to iridium(III). / Cheung, Ka-Man; Zhang, Qian-Feng; Chan, Ka-Wang et al.

In: Journal of Organometallic Chemistry, Vol. 690, No. 12, 15.06.2005, p. 2913-2921.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review