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Inorg Chem. 1998 May 04;37(9):2145-2149. doi: 10.1021/ic971267a.

Diastereoselective Formation and Photophysical Behavior of a Chiral Copper(I) Phenanthroline Complex.

Inorganic chemistry

Elvira C. Riesgo, Alberto Credi, Luisa De Cola, Randolph P. Thummel

Affiliations

  1. Department of Chemistry, University of Houston, Houston, Texas 77204-5641, and Dipartimento di Chimica "G. Ciamician", Università di Bologna, 40126 Bologna, Italy.

PMID: 11670368 DOI: 10.1021/ic971267a

Abstract

The Friedländer condensation of (1R,5S)-(+)- and (1S,5R)-(-)-nopinone with 8-aminoquinoline-7-carbaldehyde leads to the corresponding enantiomerically pure (2,3-b)-pineno-1,10-phenanthrolines. Coordination of these ligands with Cu(I) affords non-interconvertable chiral complexes which show equal and opposite Cotton effects in their CD spectra as well as identical half-wave oxidation potentials of +0.37 V and identical MLCT absorptions at 442 nm. Both complexes are nonemissive at 298 and 77 K. Stern-Volmer quenching studies were carried out with optically pure Delta- and Lambda-[Ru(bpy)(3)](2+) and racemic [Ru(dpb)(3)](2+) as donors (bpy = 2,2'-bipyridine and dpb = 4,4'-diphenyl-bpy). Neither study provides any evidence of enantioselective quenching, indicating that energy or electron transfer may be occurring through a distance where chiral recognition is unimportant.

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