Issue 7, 2017

Chiral phosphorescent probes for amino acids: hybrids of iridium(iii) complexes with synthetic saponite

Abstract

An attempt of developing a chiral luminescent probe for amino acids was described. Two types of chiral iridium(III) complexes were synthesized: [Ir(dfppy)2(R-pep-bpy)]+ (dfppyH = 2-(2′,4′-difluorophenyl)pyridine); R-pep-bpy = 4,4′-bis((R-1,2-dimethylpropyl)aminocarbonyl-2,2′-bipyridine) and [Ir(piq)2(R-pep-bpy)]+ (piqH = 1-phenyisoquinoline). In both complexes, amido groups (R-pep-) were attached to 2,2′-bipyridine with an intension of increasing the affinity for an amino acid. The complexes were optically resolved on a chiral column. When the complexes were adsorbed by the colloidal particles of synthetic saponite, they were highly emissive even in a medium containing water. The remarkable quenching of emission was observed for the combination of [Ir(dfppy)2(R-pep-bpy)]+ and tryptophan methyl ester. By the use of the enantiomeric complexes, the possibility of enantioselective quenching was examined for various amino acid derivatives.

Graphical abstract: Chiral phosphorescent probes for amino acids: hybrids of iridium(iii) complexes with synthetic saponite

Supplementary files

Article information

Article type
Paper
Submitted
03 Dec 2016
Accepted
27 Feb 2017
First published
01 Mar 2017

New J. Chem., 2017,41, 2780-2785

Chiral phosphorescent probes for amino acids: hybrids of iridium(III) complexes with synthetic saponite

H. Sato, K. Tamura, T. Yajima, F. Sato and A. Yamagishi, New J. Chem., 2017, 41, 2780 DOI: 10.1039/C6NJ03777A

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