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Bright Long‐Lived Circularly Polarized Luminescence in Chiral Chromium(III) Complexes

Juan‐Ramón Jiménez, Maxime Poncet, Sandra Míguez‐Lago, Stéphane Grass, Jérôme Lacour, Céline Besnard, Juan M. Cuerva, Araceli G. Campaña, Claude Piguet

2021Angewandte Chemie International Edition113 citationsDOIOpen Access PDF

Abstract

Abstract A series of highly emissive inert and chiral Cr III complexes displaying dual circularly polarized luminescence (CPL) within the NIR region have been prepared and characterized. The helical [Cr(dqpR) 2 ] 3+ (dqp=2,6‐di(quinolin‐8‐yl)pyridine; R=OCH 3 , Br or C≡CH) complexes were synthesized as racemic mixtures and resolved into their respective PP and MM enantiomers by chiral stationary phase HPLC. The corresponding enantiomers show large g lum ≈0.2 and high quantum yield of up to 17 %, which afford important CPL brightness of up to 170 m −1 cm −1 , a key point for applications as chiral luminescent probes. Moreover, the long‐lived CP‐NIR emission provided by these chromophores (ms range) in aqueous solution opens the way toward the quantification of chiral targets in biological systems with time‐gated detection. Thus, such chiral chromophores based on earth abundant and inert 3d metals open new perspectives in the field of CPL and represent an alternative to precious 4d, 5d and to labile 4f metal‐based complexes.

Topics & Concepts

LuminescenceChromophoreEnantiomerChemistryPyridineQuantum yieldMetalChirality (physics)Aqueous solutionCircular dichroismCircular polarizationPhotochemistryCrystallographyFluorescenceMaterials sciencePhysical chemistryStereochemistryOrganic chemistryOptoelectronicsOpticsPhysicsMicrostripNambu–Jona-Lasinio modelQuarkChiral symmetry breakingQuantum mechanicsSynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent MaterialsMolecular Sensors and Ion Detection