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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

1
, 2
, 3
, 1
, 2
, 4
 and 1,*
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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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