2-(thienyl)quinoxaline derivatives and their application in Ir(iii) complexes yielding tuneable deep red emitters
2-(thienyl)quinoxaline derivatives and their application in Ir(iii) complexes yielding tuneable deep red emitters
The synthesis and characterisation of eleven different 2-(thienyl)quinoxaline species that incorporate different points of functionality, including at the thiophene or quinoxaline rings, are described. These species display variable fluorescence properties in the visible region (λem = 401-491 nm) depending upon the molecular structures and extent of conjugation. The series of 2-(thienyl)quinoxaline species were then investigated as cyclometalating agents for Ir(iii) to yield [Ir(C^N)2(bipy)]PF6 (where C^N = the cyclometalated ligand; bipy = 2,2′-bipyridine). Eight complexes were successfully isolated and fully characterised by an array of spectroscopic and analytical techniques. Two Ir(iii) examples were structurally characterised in the solid state using single crystal X-ray diffraction; both structures confirmed the proposed formulations and coordination spheres in each case showing that the thiophene coordinates via a Ir-C bond. The photophysical properties of the complexes revealed that each complex is luminescent under ambient conditions with a range of emission wavelengths observed (665-751 nm) indicating that electronic tuning can be achieved via both the thienyl and quinoxaline moieties.
16480-16491
Fitzgerald, Sophie A.
2c97e1e5-2148-47b1-8bfe-7cb0c8f2136b
Payce, Ellie N.
7e2ff043-655e-4499-98c1-4e934e1a8441
Horton, Peter N.
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Pope, Simon J.A.
db9a489c-29ba-41cd-a96a-623bace0889d
24 October 2023
Fitzgerald, Sophie A.
2c97e1e5-2148-47b1-8bfe-7cb0c8f2136b
Payce, Ellie N.
7e2ff043-655e-4499-98c1-4e934e1a8441
Horton, Peter N.
154c8930-bfc3-495b-ad4a-8a278d5da3a5
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Pope, Simon J.A.
db9a489c-29ba-41cd-a96a-623bace0889d
Fitzgerald, Sophie A., Payce, Ellie N., Horton, Peter N., Coles, Simon J. and Pope, Simon J.A.
(2023)
2-(thienyl)quinoxaline derivatives and their application in Ir(iii) complexes yielding tuneable deep red emitters.
Dalton Transactions, 52 (44), .
(doi:10.1039/d3dt02193a).
Abstract
The synthesis and characterisation of eleven different 2-(thienyl)quinoxaline species that incorporate different points of functionality, including at the thiophene or quinoxaline rings, are described. These species display variable fluorescence properties in the visible region (λem = 401-491 nm) depending upon the molecular structures and extent of conjugation. The series of 2-(thienyl)quinoxaline species were then investigated as cyclometalating agents for Ir(iii) to yield [Ir(C^N)2(bipy)]PF6 (where C^N = the cyclometalated ligand; bipy = 2,2′-bipyridine). Eight complexes were successfully isolated and fully characterised by an array of spectroscopic and analytical techniques. Two Ir(iii) examples were structurally characterised in the solid state using single crystal X-ray diffraction; both structures confirmed the proposed formulations and coordination spheres in each case showing that the thiophene coordinates via a Ir-C bond. The photophysical properties of the complexes revealed that each complex is luminescent under ambient conditions with a range of emission wavelengths observed (665-751 nm) indicating that electronic tuning can be achieved via both the thienyl and quinoxaline moieties.
Text
d3dt02193a
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More information
Accepted/In Press date: 19 October 2023
e-pub ahead of print date: 24 October 2023
Published date: 24 October 2023
Additional Information:
Funding Information:
Cardiff University (Knowledge Economy Skills Scholarship via the Welsh Government's European Social Fund, to SAF) and STG Aerospace are thanked for financial support. We thank the staff of the Engineering and Physical Sciences Research Council (EPSRC) UK National Crystallographic Service at the University of Southampton. We thank Diamond Light Source for an award of beamtime on I19 (CY31778).
Identifiers
Local EPrints ID: 484833
URI: http://eprints.soton.ac.uk/id/eprint/484833
ISSN: 1477-9226
PURE UUID: 259b2db6-b73b-446e-a8e6-9cf65f97222c
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Date deposited: 22 Nov 2023 17:50
Last modified: 18 Mar 2024 02:51
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Contributors
Author:
Sophie A. Fitzgerald
Author:
Ellie N. Payce
Author:
Peter N. Horton
Author:
Simon J.A. Pope
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