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Conjugated, rigidified bibenzimidazole ancillary ligands for enhanced photoluminescence quantum yields of orange/red-emitting iridium(III) complexes

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Conjugated, rigidified bibenzimidazole ancillary ligands for enhanced photoluminescence quantum yields of orange/red-emitting iridium(III) complexes. / Henwood, Adam F.; Antón-García, Daniel; Morin, Mégane; Rota Martir, Diego; Cordes, David B.; Casey, Colin; Slawin, Alexandra M. Z.; Lebl, Tomas; Buehl, Michael; Zysman-Colman, Eli.

In: Dalton Transactions, Vol. 48, No. 26, 14.07.2019.

Research output: Contribution to journalArticle

Harvard

Henwood, AF, Antón-García, D, Morin, M, Rota Martir, D, Cordes, DB, Casey, C, Slawin, AMZ, Lebl, T, Buehl, M & Zysman-Colman, E 2019, 'Conjugated, rigidified bibenzimidazole ancillary ligands for enhanced photoluminescence quantum yields of orange/red-emitting iridium(III) complexes', Dalton Transactions, vol. 48, no. 26. https://doi.org/10.1039/C9DT00423H

APA

Henwood, A. F., Antón-García, D., Morin, M., Rota Martir, D., Cordes, D. B., Casey, C., ... Zysman-Colman, E. (2019). Conjugated, rigidified bibenzimidazole ancillary ligands for enhanced photoluminescence quantum yields of orange/red-emitting iridium(III) complexes. Dalton Transactions, 48(26). https://doi.org/10.1039/C9DT00423H

Vancouver

Henwood AF, Antón-García D, Morin M, Rota Martir D, Cordes DB, Casey C et al. Conjugated, rigidified bibenzimidazole ancillary ligands for enhanced photoluminescence quantum yields of orange/red-emitting iridium(III) complexes. Dalton Transactions. 2019 Jul 14;48(26). https://doi.org/10.1039/C9DT00423H

Author

Henwood, Adam F. ; Antón-García, Daniel ; Morin, Mégane ; Rota Martir, Diego ; Cordes, David B. ; Casey, Colin ; Slawin, Alexandra M. Z. ; Lebl, Tomas ; Buehl, Michael ; Zysman-Colman, Eli. / Conjugated, rigidified bibenzimidazole ancillary ligands for enhanced photoluminescence quantum yields of orange/red-emitting iridium(III) complexes. In: Dalton Transactions. 2019 ; Vol. 48, No. 26.

Bibtex - Download

@article{1350af0aa9a54f5592d854d962e38fa2,
title = "Conjugated, rigidified bibenzimidazole ancillary ligands for enhanced photoluminescence quantum yields of orange/red-emitting iridium(III) complexes",
abstract = "A series of six novel [Ir(C^N)2(N^N)](PF6) complexes (C^N is one of two cyclometalating ligands: 2-phenyl-4-(2,4,6-trimethylphenyl)pyridine, MesppyH, or 2- (napthalen-1-yl)-4-(2,4,6-trimethylphenyl)pyridine, MesnpyH; N^N denotes one of four neutral diamine ligands: 4,4’-di-tert-butyl-2,2’-bipyridine, dtbubpy, 1H,1’H-2,2’- bibenzimiazole, H2bibenz, 1,1’-(α,α’-o-xylylene)-2,2’-bibenzimidazole, o-Xylbibenz or 2,2’- biquinoline, biq) were synthesised and their structural, electrochemical and photophysical properties comprehensively characterised. The more conjugated MesnpyH ligands confer a red-shift in the emission compared to MesppyH but maintain high photoluminescence quantum yields due to the steric bulk of the mesityl groups. The H2bibenz and o-Xylbibenz ligands are shown to be electronically indistinct to dtbubpy but give complexes with higher quantum yields than analogous complexes bearing dtbubpy. In particular, the rigidity of the o-Xylbibenz ligand, combined with the steric bulk of the MesnpyH C^N ligands, give a red-emitting complex 4 (λPL = 586, 623 nm) with a very high photoluminescence quantum yield (ΦPL = 44{\%}) for an emitter in that regime of the visible spectrum. These results suggest that employing these ligands is a viable strategy for designing more efficient orange-red emitters for use in a variety of photophysical applications.",
author = "Henwood, {Adam F.} and Daniel Antón-García and Mégane Morin and {Rota Martir}, Diego and Cordes, {David B.} and Colin Casey and Slawin, {Alexandra M. Z.} and Tomas Lebl and Michael Buehl and Eli Zysman-Colman",
note = "EZ-C acknowledges the University of St Andrews for financial support. We thank Umicore AG for the gift of materials. We would like to thank the Engineering and Physical Sciences Research Council for financial support for E.Z-C. (EP/M02105X/1) and for the studentship of A.H. (EP/J500549/1, EP/K503162/1, EP/L505097/1). We thank the EPSRC UK National Mass Spectrometry Facility at Swansea University for analytical services. We also would like to thank EaStCHEM and the School of Chemistry for supporting the computing facilities maintained by Dr. H. Früchtl.",
year = "2019",
month = "7",
day = "14",
doi = "10.1039/C9DT00423H",
language = "English",
volume = "48",
journal = "Dalton Transactions",
issn = "1477-9226",
publisher = "ROYAL SOC CHEMISTRY",
number = "26",

}

RIS (suitable for import to EndNote) - Download

TY - JOUR

T1 - Conjugated, rigidified bibenzimidazole ancillary ligands for enhanced photoluminescence quantum yields of orange/red-emitting iridium(III) complexes

AU - Henwood, Adam F.

AU - Antón-García, Daniel

AU - Morin, Mégane

AU - Rota Martir, Diego

AU - Cordes, David B.

AU - Casey, Colin

AU - Slawin, Alexandra M. Z.

AU - Lebl, Tomas

AU - Buehl, Michael

AU - Zysman-Colman, Eli

N1 - EZ-C acknowledges the University of St Andrews for financial support. We thank Umicore AG for the gift of materials. We would like to thank the Engineering and Physical Sciences Research Council for financial support for E.Z-C. (EP/M02105X/1) and for the studentship of A.H. (EP/J500549/1, EP/K503162/1, EP/L505097/1). We thank the EPSRC UK National Mass Spectrometry Facility at Swansea University for analytical services. We also would like to thank EaStCHEM and the School of Chemistry for supporting the computing facilities maintained by Dr. H. Früchtl.

PY - 2019/7/14

Y1 - 2019/7/14

N2 - A series of six novel [Ir(C^N)2(N^N)](PF6) complexes (C^N is one of two cyclometalating ligands: 2-phenyl-4-(2,4,6-trimethylphenyl)pyridine, MesppyH, or 2- (napthalen-1-yl)-4-(2,4,6-trimethylphenyl)pyridine, MesnpyH; N^N denotes one of four neutral diamine ligands: 4,4’-di-tert-butyl-2,2’-bipyridine, dtbubpy, 1H,1’H-2,2’- bibenzimiazole, H2bibenz, 1,1’-(α,α’-o-xylylene)-2,2’-bibenzimidazole, o-Xylbibenz or 2,2’- biquinoline, biq) were synthesised and their structural, electrochemical and photophysical properties comprehensively characterised. The more conjugated MesnpyH ligands confer a red-shift in the emission compared to MesppyH but maintain high photoluminescence quantum yields due to the steric bulk of the mesityl groups. The H2bibenz and o-Xylbibenz ligands are shown to be electronically indistinct to dtbubpy but give complexes with higher quantum yields than analogous complexes bearing dtbubpy. In particular, the rigidity of the o-Xylbibenz ligand, combined with the steric bulk of the MesnpyH C^N ligands, give a red-emitting complex 4 (λPL = 586, 623 nm) with a very high photoluminescence quantum yield (ΦPL = 44%) for an emitter in that regime of the visible spectrum. These results suggest that employing these ligands is a viable strategy for designing more efficient orange-red emitters for use in a variety of photophysical applications.

AB - A series of six novel [Ir(C^N)2(N^N)](PF6) complexes (C^N is one of two cyclometalating ligands: 2-phenyl-4-(2,4,6-trimethylphenyl)pyridine, MesppyH, or 2- (napthalen-1-yl)-4-(2,4,6-trimethylphenyl)pyridine, MesnpyH; N^N denotes one of four neutral diamine ligands: 4,4’-di-tert-butyl-2,2’-bipyridine, dtbubpy, 1H,1’H-2,2’- bibenzimiazole, H2bibenz, 1,1’-(α,α’-o-xylylene)-2,2’-bibenzimidazole, o-Xylbibenz or 2,2’- biquinoline, biq) were synthesised and their structural, electrochemical and photophysical properties comprehensively characterised. The more conjugated MesnpyH ligands confer a red-shift in the emission compared to MesppyH but maintain high photoluminescence quantum yields due to the steric bulk of the mesityl groups. The H2bibenz and o-Xylbibenz ligands are shown to be electronically indistinct to dtbubpy but give complexes with higher quantum yields than analogous complexes bearing dtbubpy. In particular, the rigidity of the o-Xylbibenz ligand, combined with the steric bulk of the MesnpyH C^N ligands, give a red-emitting complex 4 (λPL = 586, 623 nm) with a very high photoluminescence quantum yield (ΦPL = 44%) for an emitter in that regime of the visible spectrum. These results suggest that employing these ligands is a viable strategy for designing more efficient orange-red emitters for use in a variety of photophysical applications.

U2 - 10.1039/C9DT00423H

DO - 10.1039/C9DT00423H

M3 - Article

VL - 48

JO - Dalton Transactions

JF - Dalton Transactions

SN - 1477-9226

IS - 26

ER -

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