Issue 41, 2019

Synthesis of copper(i) cyclic (alkyl)(amino)carbene complexes with potentially bidentate N^N, N^S and S^S ligands for efficient white photoluminescence

Abstract

The reaction of (Me2L)CuCl with either NaS2CX [X = OEt, NEt2 or carbazolate (Cz)] or with 1,3-diarylguanidine, 1,3-diarylformamidine or thioacetaniline in the presence of KOtBu affords the corresponding S- or N-bound copper complexes (Me2L)Cu(S^S) 1–3, (Me2L)Cu(N^N) 4/5 and (Me2L)Cu(N^S) 6 (aryl = 2,6-diisopropylphenyl; Me2L = 2,6-bis(isopropyl)phenyl-3,3,5,5-tetramethyl-2-pyrrolidinylidene). The crystal structure of (Me2L)Cu(S2CCz) (3) confirmed the three-coordinate geometry with S^S chelation and perpendicular orientation of the carbene and S^S ligands. On heating 3 cleanly eliminates CS2 and forms (Me2L)CuCz. The N-bound complexes show strongly distorted T-shaped (4) or undistorted linear (5) geometries. On excitation with UV light the S-bound complexes proved non-emissive, while the guanidinato and formamidinato complexes are strongly phosphorescent, with excited state lifetimes in the range of 11–24 μs in the solid state. The conformationally flexible formamidinato complex 5 shows intense green-white phosphorescence with a solid-state quantum yield of >96%.

Graphical abstract: Synthesis of copper(i) cyclic (alkyl)(amino)carbene complexes with potentially bidentate N^N, N^S and S^S ligands for efficient white photoluminescence

Supplementary files

Article information

Article type
Paper
Submitted
15 may 2019
Accepted
07 iyn 2019
First published
07 iyn 2019

Dalton Trans., 2019,48, 15445-15454

Synthesis of copper(I) cyclic (alkyl)(amino)carbene complexes with potentially bidentate N^N, N^S and S^S ligands for efficient white photoluminescence

A. S. Romanov, F. Chotard, J. Rashid and M. Bochmann, Dalton Trans., 2019, 48, 15445 DOI: 10.1039/C9DT02036E

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