Palladium-Catalyzed C-H Bond Arylation of Cyclometalated Difluorinated 2-Arylisoquinolinyl Iridium(III) Complexes.

Autor: Peng M; Univ Rennes, CNRS, UMR6226, 3500, Rennes, France., Lin J; Department of Chemistry, Southern University of Science and Technology, Shenzhen, Guangdong, P. R. China., Lu W; Department of Chemistry, Southern University of Science and Technology, Shenzhen, Guangdong, P. R. China., Roisnel T; Univ Rennes, CNRS, UMR6226, 3500, Rennes, France., Guerchais V; Univ Rennes, CNRS, UMR6226, 3500, Rennes, France., Doucet H; Univ Rennes, CNRS, UMR6226, 3500, Rennes, France., Soulé JF; Univ Rennes, CNRS, UMR6226, 3500, Rennes, France.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2021 Sep 01; Vol. 27 (49), pp. 12552-12557. Date of Electronic Publication: 2021 Jul 26.
DOI: 10.1002/chem.202102006
Abstrakt: The utility of C-H bond functionalization of metalated ligands for the elaboration of aryl-functionalized difluorinated-1-arylisoquinolinyl Ir(III) complexes has been explored. Bis[(3,5-difluorophenyl)isoquinolinyl](2,2,6,6-tetramethyl-3,5-heptanedionato) iridium(III) undergoes Pd-catalyzed C-H bond arylation with aryl bromides. The reaction regioselectively occurred at the C-H bond flanked by the two fluorine atoms of the difluoroaryl unit, and on both cyclometalated ligands. This post-functionalization gives a straightforward access to modified complexes in only one manipulation and allows to introduce thermally sensitive functional groups, such as trifluoromethyl, nitrile, benzoyl, or ester. The X-ray crystallography, photophysical, and electrochemical properties of the diarylated complexes were investigated. Whatever the nature of the incorporated substituted aryl groups is, all obtained complexes emit red phosphorescence (622-632 nm) with similar lifetimes (1.9-2 μs).
(© 2021 Wiley-VCH GmbH.)
Databáze: MEDLINE
Externí odkaz:
Nepřihlášeným uživatelům se plný text nezobrazuje