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Synthesis of Copper(I) Cyclic (Alkyl)(Amino)Carbene Complexes with Potentially Bidentate N^N, N^S and S^S Ligands for Efficient White Photoluminescence

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@article{c2f6fa8600cb4361a1725118bc0d685b,
title = "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{\%}.",
author = "Alexander Romanov and Florian Chotard and Jahan Rashid and Manfred Bochmann",
year = "2019",
month = "11",
day = "7",
doi = "10.1039/C9DT02036E",
language = "English",
volume = "48",
pages = "15445--15454",
journal = "Dalton Transactions",
issn = "1477-9226",
publisher = "Royal Society of Chemistry",

}

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TY - JOUR

T1 - Synthesis of Copper(I) Cyclic (Alkyl)(Amino)Carbene Complexes with Potentially Bidentate N^N, N^S and S^S Ligands for Efficient White Photoluminescence

AU - Romanov, Alexander

AU - Chotard, Florian

AU - Rashid, Jahan

AU - Bochmann, Manfred

PY - 2019/11/7

Y1 - 2019/11/7

N2 - 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%.

AB - 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%.

U2 - 10.1039/C9DT02036E

DO - 10.1039/C9DT02036E

M3 - Article

VL - 48

SP - 15445

EP - 15454

JO - Dalton Transactions

JF - Dalton Transactions

SN - 1477-9226

ER -

ID: 158736043