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

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

doi:10.1016/j.jorganchem.2005.03.013

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 language	English
Pages (from-to)	2913-2921
Journal / Publication	Journal of Organometallic Chemistry
Volume	690
Issue number	12
Publication status	Published - 15 Jun 2005

Link(s)

DOI	DOI https://doi.org/10.1016/j.jorganchem.2005.03.013 Final Published version
	Check@CityULib
Link to Scopus	https://www.scopus.com/record/display.uri?eid=2-s2.0-19944416275&origin=recordpage
Permanent Link	https://scholars.cityu.edu.hk/en/publications/publication(743b6ebf-c25b-4b8d-8bf7-4dcdd8582020).html

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)

[ RIS ] [ BibTeX ]

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 journal › peer-review

Cheung, K-M, Zhang, Q-F, Chan, K-W, Lam, MHW, Williams, ID & Leung, W-H 2005, 'Direct functionalization of the cyclometalated 2-(2′-pyridyl)phenyl ligand bound to iridium(III)', Journal of Organometallic Chemistry, vol. 690, no. 12, pp. 2913-2921. https://doi.org/10.1016/j.jorganchem.2005.03.013

Cheung, K-M., Zhang, Q-F., Chan, K-W., Lam, M. H. W., Williams, I. D., & Leung, W-H. (2005). Direct functionalization of the cyclometalated 2-(2′-pyridyl)phenyl ligand bound to iridium(III). Journal of Organometallic Chemistry, 690(12), 2913-2921. https://doi.org/10.1016/j.jorganchem.2005.03.013

Cheung K-M, Zhang Q-F, Chan K-W, Lam MHW, Williams ID, Leung W-H. Direct functionalization of the cyclometalated 2-(2′-pyridyl)phenyl ligand bound to iridium(III). Journal of Organometallic Chemistry. 2005 Jun 15;690(12):2913-2921. doi: 10.1016/j.jorganchem.2005.03.013

Cheung, Ka-Man ; Zhang, Qian-Feng ; Chan, Ka-Wang et al. / Direct functionalization of the cyclometalated 2-(2′-pyridyl)phenyl ligand bound to iridium(III). In: Journal of Organometallic Chemistry. 2005 ; Vol. 690, No. 12. pp. 2913-2921.