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Click Chemistry for the Synthesis of RGD-Containing Integrin Ligands
Molecules 2010, 15(3), 2039-2059; doi:10.3390/molecules15032039
Article

Cationic Heteroleptic Cyclometalated IridiumIII Complexes Containing Phenyl-Triazole and Triazole-Pyridine Clicked Ligands

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1 Department of Organic Chemistry, Institute for Molecules and Materials, Faculty of Science, Radboud University Nijmegen, Heyendaalseweg 135, 6525 AJ Nijmegen, The Netherlands 2 Van`t Hoff Institute for Molecular Sciences, Molecular Photonic Materials, Nieuwe Achtergracht 129, 1018 WS Amsterdam, The Netherlands 3 Solid State Chemistry, Institute for Molecules and Materials, Faculty of Science, Radboud University Nijmegen, Heyendaalseweg 135, 6525 AJ Nijmegen, The Netherlands 4 Physikalisches Institut, Westfälische Wilhelms-Universität Münster, Wilhelm-Klemm-Str. 10, 48149 Münster, Germany
* Author to whom correspondence should be addressed.
Received: 8 February 2010 / Revised: 8 March 2010 / Accepted: 18 March 2010 / Published: 23 March 2010
(This article belongs to the Special Issue Click Chemistry)
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Abstract

Novel heteroleptic iridium complexes containing the 1-substituted-4-phenyl-1H-1,2,3-triazole (phtl) cyclometalating ligand have been synthesized. The 3+2 Huisgen dipolar cycloaddition method (‘click’ chemistry) was utilized to prepare a class of bidentate ligands (phtl) bearing different substituents on the triazole moiety. By using various ligands (phtl-R1 and pytl-R2) (R1=adamantane, methyl and R2=adamantane, methyl, β-cyclodextrin, ursodeoxycholic acid), we prepared a small library of new luminescent ionic iridium complexes [Ir(phtr-R1)2(pytl-R2)]Cl and report on their photophysical properties. The flexibility of the clicking approach allows a straightforward control on the chemical-physical properties of the complexes by varying the nature of the substituent on the ligand.
Keywords: click chemistry; phenyl-triazole; pyridine-triazole; iridium; luminescence click chemistry; phenyl-triazole; pyridine-triazole; iridium; luminescence
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Felici, M.; Contreras-Carballada, P.; Smits, J.M.M.; Nolte, R.J.M.; Williams, R.M.; De Cola, L.; Feiters, M.C. Cationic Heteroleptic Cyclometalated IridiumIII Complexes Containing Phenyl-Triazole and Triazole-Pyridine Clicked Ligands. Molecules 2010, 15, 2039-2059.

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