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Hinged and Wide: A New P^P Ligand for Emissive [Cu(P^P)(N^N)][PF6] Complexes

Department of Chemistry, University of Basel, BPR 1096, Mattenstrasse 24a, CH-4058 Basel, Switzerland
Chimie ParisTech, PSL University CNRS, Institute of Chemistry for Life and Health Sciences, Laboratory for Inorganic Chemical Biology, 11 rue Pierre et Marie Curie, F-75005 Paris, France
Author to whom correspondence should be addressed.
Academic Editor: Victor Mamane
Molecules 2019, 24(21), 3934;
Received: 24 October 2019 / Revised: 29 October 2019 / Accepted: 29 October 2019 / Published: 31 October 2019
(This article belongs to the Special Issue Bipyridines: Synthesis, Functionalization and Applications)
Heteroleptic [Cu(BIPHEP)(N^N)][PF6] complexes (BIPHEP = 1,1′-biphenyl-2,2′-diylbis(diphenylphosphane)), in which N^N is 2,2′-bipyridine (bpy), 6-methyl-2,2′-bipyridine (6-Mebpy), 6-ethyl-2,2′-bipyridine (6-Etbpy), or 5,5′-dimethyl-2,2′-bipyridine (5,5′-Me2bpy), have been synthesized and characterized using multinuclear NMR spectroscopies and electrospray ionization mass spectrometry. The single crystal structures of [Cu(BIPHEP)(bpy)][PF6]∙CH2Cl2, [Cu(BIPHEP)(5,5′-Me2bpy)][PF6]∙CH2Cl2, [Cu(BIPHEP)(6-Mebpy)][PF6]∙Et2O∙0.5H2O and [Cu(BIPHEP)(6-Etbpy)][PF6] confirm distorted tetrahedral {Cu(P^P)(N^N)} coordination environments. Each compound shows a quasi-reversible Cu+/Cu2+ process. In deaerated solution, the compounds are weak emitters. Powdered samples are yellow emitters (λemmax in the range 558–583 nm) and [Cu(BIPHEP)(5,5′-Me2bpy)][PF6] exhibits the highest photoluminescence quantum yield (PLQY = 14%). On cooling to 77 K (frozen 2-methyloxolane), the emission maxima are red-shifted and the excited state lifetimes increase from τ1/2 < 8 μs, to τ1/2 values of up to 53 μs, consistent with the compounds with N^N = 6-Mebpy, 6-Etbpy and 5,5′-Me2bpy exhibiting thermally activated delayed fluorescence (TADF). View Full-Text
Keywords: copper(I); bis(phosphane); 2,2′-bipyridine; X-ray structure; photophysics; TADF copper(I); bis(phosphane); 2,2′-bipyridine; X-ray structure; photophysics; TADF
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MDPI and ACS Style

Keller, S.; Bantle, M.; Prescimone, A.; Constable, E.C.; Housecroft, C.E. Hinged and Wide: A New P^P Ligand for Emissive [Cu(P^P)(N^N)][PF6] Complexes. Molecules 2019, 24, 3934.

AMA Style

Keller S, Bantle M, Prescimone A, Constable EC, Housecroft CE. Hinged and Wide: A New P^P Ligand for Emissive [Cu(P^P)(N^N)][PF6] Complexes. Molecules. 2019; 24(21):3934.

Chicago/Turabian Style

Keller, Sarah, Matthias Bantle, Alessandro Prescimone, Edwin C. Constable, and Catherine E. Housecroft 2019. "Hinged and Wide: A New P^P Ligand for Emissive [Cu(P^P)(N^N)][PF6] Complexes" Molecules 24, no. 21: 3934.

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