Bis-Tridentate Iridium(III) Phosphors Bearing Functional 2-Phenyl-6-(imidazol-2-ylidene)pyridine and 2-(Pyrazol-3-yl)-6-phenylpyridine Chelates for Efficient OLEDs

Lin, J.; Chau, N.-Y.; Liao, J.-L.; Wong, W.-Y.; Lu, C.-Y.; Sie, Z.-T.; Chang, C.-H.; Fox, M.A.; Low, P.J.; Lee, G.-H.; Chi, Y.

doi:10.1021/acs.organomet.6b00205

Fluorenylporphyrins functionalized by electrochromic ruthenium units as redox-triggered fluorescence switches (2019)
Journal Article
Zhang, X., Abid, S., Shi, L., Williams, J. G., Fox, M. A., Miomandre, F., Tourbillon, C., Audibert, J.-F., Mongin, O., Paul, F., & Paul-Roth, C. O. (2019). Fluorenylporphyrins functionalized by electrochromic ruthenium units as redox-triggered fluorescence switches. Dalton Transactions, 48(31), 11897-11911. https://doi.org/10.1039/c9dt02087j

Two dyads containing tris- and tetrakis-meso-fluorenyl-substituted porphyrin and ethynylruthenium units, 1 and 2, were investigated by emission spectro-electrochemical (SEC) methods for their potential use as fluorescence switches. The ruthenium grou... Read More about Fluorenylporphyrins functionalized by electrochromic ruthenium units as redox-triggered fluorescence switches.

Unravelling the Complexities of Pseudocontact Shift Analysis in Lanthanide Coordination Complexes of Differing Symmetry (2019)
Journal Article
Parker, D., Suturina, E., Harnden, A., Batsanov, A., Fox, M., Mason, K., Vonci, M., McInnes, E., & Chilton, N. (2019). Unravelling the Complexities of Pseudocontact Shift Analysis in Lanthanide Coordination Complexes of Differing Symmetry. Angewandte Chemie, 131(30), 10936-10400. https://doi.org/10.1002/anie.201906031

In two closely related series of eight‐coordinate lanthanide complexes, a switch in the sign of the dominant ligand field parameter and striking variations in the sign, amplitude and orientation of the main component of the magnetic susceptibility te... Read More about Unravelling the Complexities of Pseudocontact Shift Analysis in Lanthanide Coordination Complexes of Differing Symmetry.

Impact of Methoxy Substituents on Thermally Activated Delayed Fluorescence and Room-Temperature Phosphorescence in All-Organic Donor–Acceptor Systems (2019)
Journal Article
Ward, J. S., Nobuyasu, R. S., Fox, M. A., Aguilar, J. A., Hall, D., Batsanov, A. S., Ren, Z., Dias, F. B., & Bryce, M. R. (2019). Impact of Methoxy Substituents on Thermally Activated Delayed Fluorescence and Room-Temperature Phosphorescence in All-Organic Donor–Acceptor Systems. Journal of Organic Chemistry, 84(7), 3801-3816. https://doi.org/10.1021/acs.joc.8b02848

Thermally activated delayed fluorescence (TADF) and room-temperature phosphorescence (RTP) are known to occur in organic D–A–D and D–A systems where the donor group contains the phenothiazine unit and the acceptor is dibenzothiophene-S,S-dioxide. Thi... Read More about Impact of Methoxy Substituents on Thermally Activated Delayed Fluorescence and Room-Temperature Phosphorescence in All-Organic Donor–Acceptor Systems.

Bond Rotations and Heteroatom Effects in Donor-Acceptor-Donor Molecules: Implications for Thermally Activated Delayed Fluorescence and Room Temperature Phosphorescence (2018)
Journal Article
Ward, J. S., Nobuyasu, R. S., Fox, M. A., Batsanov, A. S., Santos, J., Dias, F. B., & Bryce, M. R. (2018). Bond Rotations and Heteroatom Effects in Donor-Acceptor-Donor Molecules: Implications for Thermally Activated Delayed Fluorescence and Room Temperature Phosphorescence. Journal of Organic Chemistry, 83(23), 14431-14442. https://doi.org/10.1021/acs.joc.8b02187

The synthesis of 1-methylphenoxazine via CO2-directed lithiation chemistry is reported. This electron donor was coupled with 2,8-dibenzothiophene-S,S-dioxide with Buchwald–Hartwig chemistry to give a new D–A–D charge-transfer fluorescent molecule 1b.... Read More about Bond Rotations and Heteroatom Effects in Donor-Acceptor-Donor Molecules: Implications for Thermally Activated Delayed Fluorescence and Room Temperature Phosphorescence.

Selective signalling of glyphosate in water using europium luminescence (2018)
Journal Article
Jennings, L. B., Shuvaev, S., Fox, M. A., Pal, R., & Parker, D. (2018). Selective signalling of glyphosate in water using europium luminescence. Dalton Transactions, 47(45), 16145-16154. https://doi.org/10.1039/c8dt03823f

A series of four emissive europium complexes has been evaluated for the binding of glyphosate in various aqueous media, including river water and grain extracts. Binding selectivity toward inorganic phosphate and bicarbonate was enhanced by measuring... Read More about Selective signalling of glyphosate in water using europium luminescence.

Monitoring the ADP/ATP ratio via induced circularly‐polarised europium luminescence (2018)
Journal Article
Parker, D., Shuvaev, S., & Fox, M. A. (2018). Monitoring the ADP/ATP ratio via induced circularly‐polarised europium luminescence. Angewandte Chemie International Edition, 57(25), 7488-7492. https://doi.org/10.1002/anie.201801248

A series of three europium complexes is reported bearing picolyl amine moieties with different substituents, that possess differing binding affinities towards Zn2+ and three nucleotides ‐ AMP, ADP and ATP. A large increase of the total emission inten... Read More about Monitoring the ADP/ATP ratio via induced circularly‐polarised europium luminescence.

Enhanced selectivity for Mg2+ with a phosphinate-based chelate: APDAP versus APTRA (2018)
Journal Article
Walter, E. R., Fox, M. A., Parker, D., & Williams, J. G. (2018). Enhanced selectivity for Mg2+ with a phosphinate-based chelate: APDAP versus APTRA. Dalton Transactions, 47(6), 1755-1763. https://doi.org/10.1039/c7dt04698g

o-Aminophenol-N,N,O-triacetate, known as APTRA, is one of the most well-established ligands for targeting magnesium ions but, like other aminocarboxylate ligands, it binds Ca2+ much more strongly than Mg2+. The synthesis of an O-phosphinate analogue... Read More about Enhanced selectivity for Mg2+ with a phosphinate-based chelate: APDAP versus APTRA.

Role of the Diphosphine Chelate in Emissive, Charge-Neutral Iridium(III) Complexes (2017)
Journal Article
Liao, J., Devereux, L. R., Fox, M. A., Yang, C., Chiang, Y., Chang, C., …Chi, Y. (2018). Role of the Diphosphine Chelate in Emissive, Charge-Neutral Iridium(III) Complexes. Chemistry - A European Journal, 24(3), 624-635. https://doi.org/10.1002/chem.201703482

A class of neutral tris-bidentate Ir(III) metal complexes incorporating a diphosphine as a chelate is prepared and characterized here for the first time. Treatment of [Ir(dppb)(tht)Cl3] (1) with fppzH afforded the dichloride complexes, trans-(Cl,Cl)[... Read More about Role of the Diphosphine Chelate in Emissive, Charge-Neutral Iridium(III) Complexes.

Pyridylpyrazole N^N Ligands Combined with Sulfonyl-Functionalised Cyclometalating Ligands for Blue-Emitting Iridium(III) Complexes and Solution-Processable PhOLEDs (2017)
Journal Article
Benjamin, H., Fox, M. A., Batsanov, A. S., Al-Attar, H. A., Li, C., Ren, Z., …Bryce, M. R. (2017). Pyridylpyrazole N^N Ligands Combined with Sulfonyl-Functionalised Cyclometalating Ligands for Blue-Emitting Iridium(III) Complexes and Solution-Processable PhOLEDs. Dalton Transactions, 46, 10996-11007. https://doi.org/10.1039/c7dt02289a

A series of blue iridium(III) complexes (12–15) comprising sulfonyl-functionalised phenylpyridyl cyclometalating ligands and pyridylpyrazole N^N ligands are reported, with an X-ray crystal structure obtained for 12. The complexes are highly emissive... Read More about Pyridylpyrazole N^N Ligands Combined with Sulfonyl-Functionalised Cyclometalating Ligands for Blue-Emitting Iridium(III) Complexes and Solution-Processable PhOLEDs.

Geometries of 11-vertex carborane monoanion radicals with 2n+3 skeletal electron counts (2017)
Journal Article
Patel, N., Oliva-Enrich, J., & Fox, M. (2017). Geometries of 11-vertex carborane monoanion radicals with 2n+3 skeletal electron counts. European Journal of Inorganic Chemistry, 2017(38-39), 4568-4574. https://doi.org/10.1002/ejic.201700419

While geometries of 12- and 13-vertex dicarbaborane (carborane) radicals with rare 2n+3 skeletal electrons have been determined elsewhere, the geometries of the 11-vertex dicarbaborane monoanion radicals with 2n+3 SE are established here for the firs... Read More about Geometries of 11-vertex carborane monoanion radicals with 2n+3 skeletal electron counts.

Bis-tridentate Ir(III) Metal Phosphors for Efficient Deep-Blue Organic Light-Emitting Diodes (2017)
Journal Article
Kuo, H., Chen, Y., Devereux, L. R., Wu, C., Fox, M. A., Kuei, C., …Lee, G. (2017). Bis-tridentate Ir(III) Metal Phosphors for Efficient Deep-Blue Organic Light-Emitting Diodes. Advanced Materials, 29(33), Article 1702464. https://doi.org/10.1002/adma.201702464

Emissive Ir(III) metal complexes possessing two tridentate chelates (bis-tridentate) are known to be more robust compared to those with three bidentate chelates (tris-bidentate). Here, the deep-blue-emitting, bis-tridentate Ir(III) metal phosphors be... Read More about Bis-tridentate Ir(III) Metal Phosphors for Efficient Deep-Blue Organic Light-Emitting Diodes.

The Contributions of Molecular Vibrations and Higher Triplet Levels to the Intersystem Crossing Mechanism in Metal-Free Organic Emitters (2017)
Journal Article
Huang, R., Avó, J., Northey, T., Chaning-Pearce, E., dos Santos, P. L., Ward, J. S., …Dias, F. B. (2017). The Contributions of Molecular Vibrations and Higher Triplet Levels to the Intersystem Crossing Mechanism in Metal-Free Organic Emitters. Journal of Materials Chemistry C Materials for optical and electronic devices, 5(25), 6269-6280. https://doi.org/10.1039/c7tc01958k

Intense, simultaneous, room temperature phosphorescence (RTP) and thermally activated delayed fluorescence (TADF) is observed in a series of donor-acceptor-donor (D–A–D) molecules. This dual-luminescence is stronger in the “angular” isomers, compared... Read More about The Contributions of Molecular Vibrations and Higher Triplet Levels to the Intersystem Crossing Mechanism in Metal-Free Organic Emitters.

New Blatter-type radicals from a bench-stable carbene (2017)
Journal Article
Grant, J. A., Lu, Z., Tucker, D. E., Hockin, B. M., Yufit, D. S., Fox, M. A., …O'Donoghue, A. C. (2017). New Blatter-type radicals from a bench-stable carbene. Nature Communications, 8, Article 15088. https://doi.org/10.1038/ncomms15088

Stable benzotriazinyl radicals (Blatter’s radicals) recently attracted considerable interest as building blocks for functional materials. The existing strategies to derivatize Blatter’s radicals are limited, however, and synthetic routes are complex.... Read More about New Blatter-type radicals from a bench-stable carbene.

Luminescent Pt(II) complexes featuring imidazolylidene–pyridylidene and dianionic bipyrazolate: from fundamentals to OLED fabrications (2017)
Journal Article
Tseng, C., Fox, M., Liao, J., Ku, C., Sie, Z., Chang, C., …Chi, Y. (2017). Luminescent Pt(II) complexes featuring imidazolylidene–pyridylidene and dianionic bipyrazolate: from fundamentals to OLED fabrications. Journal of Materials Chemistry C Materials for optical and electronic devices, 5(6), 1420-1435. https://doi.org/10.1039/c6tc05154e

Pt(II) complexes bearing imidazolylidene–pyridylidene (impy) and dianionic biazolate chelates were synthesized, for which the end products depend on the alkyl substituents of the impy chelate. Treatment of Pt(DMSO)2Cl2 with dimethyl substituted imida... Read More about Luminescent Pt(II) complexes featuring imidazolylidene–pyridylidene and dianionic bipyrazolate: from fundamentals to OLED fabrications.

Bright Green PhOLEDs Using Cyclometalated Diiridium(III) Complexes with Bridging Oxamidato Ligands as Phosphorescent Dopants (2017)
Journal Article
M’hamedi, A., Fox, M. A., Batsanov, A. S., Al-Attar, H. A., Monkman, A. P., & Bryce, M. R. (2017). Bright Green PhOLEDs Using Cyclometalated Diiridium(III) Complexes with Bridging Oxamidato Ligands as Phosphorescent Dopants. Journal of Materials Chemistry C Materials for optical and electronic devices, 5(27), 6777-6789. https://doi.org/10.1039/c7tc00628d

In contrast to monoiridium complexes, the study of diiridium complexes as dopants in phosphorescent organic light-emitting devices (PhOLEDs) is largely unexplored. We now describe the syntheses, detailed NMR analyses, X-ray crystal structures and opt... Read More about Bright Green PhOLEDs Using Cyclometalated Diiridium(III) Complexes with Bridging Oxamidato Ligands as Phosphorescent Dopants.

Platinum(II) complexes of some unsymmetrical diphosphenes (2016)
Journal Article
Dillon, K., Fox, M., Gibson, V., Goodwin, H., & Sequiera, L. (2017). Platinum(II) complexes of some unsymmetrical diphosphenes. Journal of Organometallic Chemistry, 830, 113-119. https://doi.org/10.1016/j.jorganchem.2016.10.005

Reaction of the unsymmetrical diphosphene Ar*P=PArF1 (Ar* = 2,4,6-tBu3C6H2, ArF = 2,4,6-(CF3)3C6H2) with the dimeric platinum(II) species trans-[Pt(PEt3)Cl(μ-Cl]2 led initially to the formation of two different monomeric Pt(II) complexes trans-[Pt(PE... Read More about Platinum(II) complexes of some unsymmetrical diphosphenes.

Biotransformation of fluorophenyl pyridine carboxylic acids by the model fungus Cunninghamella elegans (2016)
Journal Article
Palmer-Brown, W., Dunne, B., Ortin, Y., Fox, M. A., Sandford, G., & Murphy, C. D. (2016). Biotransformation of fluorophenyl pyridine carboxylic acids by the model fungus Cunninghamella elegans. Xenobiotica, 47(9), 763-770. https://doi.org/10.1080/00498254.2016.1227109

1. Fluorine plays a key role in the design of new drugs and recent FDA approvals included two fluorinated drugs, tedizolid phosphate and vorapaxar, both of which contain the fluorophenyl pyridyl moiety. 2. To investigate the likely phase-I (oxidative... Read More about Biotransformation of fluorophenyl pyridine carboxylic acids by the model fungus Cunninghamella elegans.

Sulfonyl-Substituted Heteroleptic Cyclometalated Iridium(III) Complexes as Blue Emitters for Solution-Processable Phosphorescent Organic Light-Emitting Diodes (2016)
Journal Article
Benjamin, H., Zheng, Y., Batsanov, A., Fox, M., Al-Attar, H., Monkman, A., & Bryce, M. (2016). Sulfonyl-Substituted Heteroleptic Cyclometalated Iridium(III) Complexes as Blue Emitters for Solution-Processable Phosphorescent Organic Light-Emitting Diodes. Inorganic Chemistry, 55(17), 8612-8627. https://doi.org/10.1021/acs.inorgchem.6b01179

The synthesis is reported of a series of blue-emitting heteroleptic iridium complexes with phenylpyridine (ppy) ligands substituted with sulfonyl, fluorine, and/or methoxy substituents on the phenyl ring and a picolinate (pic) ancillary ligand. Some... Read More about Sulfonyl-Substituted Heteroleptic Cyclometalated Iridium(III) Complexes as Blue Emitters for Solution-Processable Phosphorescent Organic Light-Emitting Diodes.

The Role of Local Triplet Excited States and D-A Relative Orientation in Thermally Activated Delayed Fluorescence: Photophysics and Devices (2016)
Journal Article
Dias, F., Santos, J., Graves, D., Data, P., Nobuyasu, R., Fox, M., …Monkman, A. (2016). The Role of Local Triplet Excited States and D-A Relative Orientation in Thermally Activated Delayed Fluorescence: Photophysics and Devices. Advanced Science, 3(12), Article 1600080. https://doi.org/10.1002/advs.201600080

Here, a comprehensive photophysical investigation of a the emitter molecule DPTZ-DBTO2, showing thermally activated delayed fluorescence (TADF), with near-orthogonal electron donor (D) and acceptor (A) units is reported. It is shown that DPTZ-DBTO2 h... Read More about The Role of Local Triplet Excited States and D-A Relative Orientation in Thermally Activated Delayed Fluorescence: Photophysics and Devices.

Bis-Tridentate Iridium(III) Phosphors Bearing Functional 2-Phenyl-6-(imidazol-2-ylidene)pyridine and 2-(Pyrazol-3-yl)-6-phenylpyridine Chelates for Efficient OLEDs (2016)
Journal Article
Lin, J., Chau, N., Liao, J., Wong, W., Lu, C., Sie, Z., …Chi, Y. (2016). Bis-Tridentate Iridium(III) Phosphors Bearing Functional 2-Phenyl-6-(imidazol-2-ylidene)pyridine and 2-(Pyrazol-3-yl)-6-phenylpyridine Chelates for Efficient OLEDs. Organometallics, 35(11), 1813-1824. https://doi.org/10.1021/acs.organomet.6b00205

Proligands to the monoanionic tridentate chelate 4-(tert-butyl)-2-(2,4-difluorophenyl)-6-(3-isopropyl-imidazol-2-ylidene)pyridine ((phpyim-H2)PF6) and dianionic tridentate chelates derived from functional 2-pyrazol-3-yl-6-phenylpyridine chelates, i.e... Read More about Bis-Tridentate Iridium(III) Phosphors Bearing Functional 2-Phenyl-6-(imidazol-2-ylidene)pyridine and 2-(Pyrazol-3-yl)-6-phenylpyridine Chelates for Efficient OLEDs.

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