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Aryl, bi-functionalised imidazo[4,5-f]-1,10-phenanthroline ligands and their luminescent rhenium(I) complexes

Aryl, bi-functionalised imidazo[4,5-f]-1,10-phenanthroline ligands and their luminescent rhenium(I) complexes
Aryl, bi-functionalised imidazo[4,5-f]-1,10-phenanthroline ligands and their luminescent rhenium(I) complexes

Five new imidazo[4,5-f]-1,10-phenanthroline based ligands (1–5) have been synthesised and characterised. The facile synthesis of 1–5 allows two regiochemical points of structural variety allowing highly conjugated and bulky aryl groups of varying functionalities, including azobenzene, trityl and terpyridine constituents, to be attached to the ligand core. 1–5 are fluorescent (λem = 410–415 nm), and react readily with [ReBr(CO)5] in toluene to give neutral coordination complexes of the form fac-[ReBr(CO)3(1–5)]. The series of complexes was characterised using a variety of spectroscopic and analytical techniques. Two examples of this series were characterised in the solid state using single crystal X-ray diffraction which confirmed the octahedral geometry and formulation. Photophysical studies showed that fac-[ReBr(CO)3(1–5)] are phosphorescent in solution under ambient conditions, revealing visible emission (558–585 nm) in aerated solution with corresponding lifetimes in the range 149–267 ns. These attributes are consistent with a triplet metal to ligand charge transfer (3MLCT) emitting state.

0277-5387
Owen Bonello, R.
5022527f-3fb6-4480-aa95-c81ed67a3e74
Pitak, Mateusz B.
eeb6a00f-2291-4376-830f-d30dfd607ed1
Tizzard, Graham J.
8474c0fa-40df-43a6-a662-7f3c4722dbf2
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Fallis, Ian A.
6f14a47a-a4f7-405d-94eb-33fe818a21c5
Pope, Simon J.A.
db9a489c-29ba-41cd-a96a-623bace0889d
Owen Bonello, R.
5022527f-3fb6-4480-aa95-c81ed67a3e74
Pitak, Mateusz B.
eeb6a00f-2291-4376-830f-d30dfd607ed1
Tizzard, Graham J.
8474c0fa-40df-43a6-a662-7f3c4722dbf2
Coles, Simon J.
3116f58b-c30c-48cf-bdd5-397d1c1fecf8
Fallis, Ian A.
6f14a47a-a4f7-405d-94eb-33fe818a21c5
Pope, Simon J.A.
db9a489c-29ba-41cd-a96a-623bace0889d

Owen Bonello, R., Pitak, Mateusz B., Tizzard, Graham J., Coles, Simon J., Fallis, Ian A. and Pope, Simon J.A. (2022) Aryl, bi-functionalised imidazo[4,5-f]-1,10-phenanthroline ligands and their luminescent rhenium(I) complexes. Polyhedron, 228, [116179]. (doi:10.1016/j.poly.2022.116179).

Record type: Article

Abstract

Five new imidazo[4,5-f]-1,10-phenanthroline based ligands (1–5) have been synthesised and characterised. The facile synthesis of 1–5 allows two regiochemical points of structural variety allowing highly conjugated and bulky aryl groups of varying functionalities, including azobenzene, trityl and terpyridine constituents, to be attached to the ligand core. 1–5 are fluorescent (λem = 410–415 nm), and react readily with [ReBr(CO)5] in toluene to give neutral coordination complexes of the form fac-[ReBr(CO)3(1–5)]. The series of complexes was characterised using a variety of spectroscopic and analytical techniques. Two examples of this series were characterised in the solid state using single crystal X-ray diffraction which confirmed the octahedral geometry and formulation. Photophysical studies showed that fac-[ReBr(CO)3(1–5)] are phosphorescent in solution under ambient conditions, revealing visible emission (558–585 nm) in aerated solution with corresponding lifetimes in the range 149–267 ns. These attributes are consistent with a triplet metal to ligand charge transfer (3MLCT) emitting state.

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Accepted/In Press date: 14 October 2022
e-pub ahead of print date: 20 October 2022
Published date: 1 December 2022
Additional Information: Funding Information: (Knowledge Economy Skills Scholarship to ROB) and Magnox Ltd are thanked for financial support. We thank the staff of the EPSRC Mass Spectrometry National Service (Swansea University) and the UK National Crystallographic Service at the University of Southampton. Publisher Copyright: © 2022 The Authors

Identifiers

Local EPrints ID: 472254
URI: http://eprints.soton.ac.uk/id/eprint/472254
ISSN: 0277-5387
PURE UUID: 5379889f-7725-4280-8762-9601d987f8b3
ORCID for Mateusz B. Pitak: ORCID iD orcid.org/0000-0002-3680-7100
ORCID for Graham J. Tizzard: ORCID iD orcid.org/0000-0002-1577-5779
ORCID for Simon J. Coles: ORCID iD orcid.org/0000-0001-8414-9272

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Date deposited: 30 Nov 2022 17:38
Last modified: 18 Mar 2024 02:54

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Contributors

Author: R. Owen Bonello
Author: Mateusz B. Pitak ORCID iD
Author: Simon J. Coles ORCID iD
Author: Ian A. Fallis
Author: Simon J.A. Pope

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