INDUCTION OF LIQUID CRYSTALLINE PROPERTIES IN PT(II) COORDINATION COMPLEXES BASED ON TERPYRIDINE AND GALLATE LIGANDS
Keywords:
Pt(II) metallomesogens, terpyridine Pt(II) coordination complexes, polarized optical microscopy.Abstract
This paper describes the induction of liquid crystalline properties into a Pt(II) complex based on the tridentate chelating N^N^N ligand 2,6-di(pyridine-2-yl)pyridine-4-(1H)-one, following a strategy reported previously by our group, respectively using a lipophilic gallate unit. Two structurally different Pt(II) species containing one or two gallate units were obtained in the same reaction and were characterized by spectroscopic (FT-IR and 1H NMR) and analytic (elemental analysis) methods. Their liquid crystalline behaviour was assessed by polarized optical microscopy (POM) observations.
References
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Aggregation-induced emission enhancement
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sensitive to Hg2+ and dopant agents to develop
stimuli-responsive luminescent polymer
materials. Dyes Pigm. 175, 108098.
https://doi.org/10.1016/j.dyepig.2019.108098
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Photocatalysis. Catal. Sci. Technol. 10(16),
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Solution-Processed Organic Light-Emitting
Diodes. Adv. Opt. Mater. 8(20), 2000775.
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Arumugam, S., Arumugam, D., Thananjeyan,
K., 2020. An Overview of Liquid Crystalline
Mesophase Transition and Photophysical
Properties of “f Block,†“d Block,†and (SCO)
Scien. Tech. Bull-Chem. Food Sci. Eng., Vol. 17 (XVIII), 2020, 42-48
Spin-Crossover Metallomesogens in the
Optoelectronics. J. Mol. Liq. 2020, 114793.
https://doi.org/10.1016/j.molliq.2020.114793
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Polymers. In Encyclopedia of Polymeric
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Berlin, Heidelberg, pp. 1–6.
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Sato, T., Awano, H., Haba, O., Katagiri, H., Pu,
Y.-J., Takahashi, T., Yonetake, K., 2012.
Synthesis, Characterization, and Polarized
Luminescence Properties of Platinum(II)
Complexes Having a Rod-like Ligand. Dalton
Trans. 41(27), 8379–8389.
https://doi.org/10.1039/C2DT30071K
Schubert, U.S., Schmatloch, S., Precup, A.,
2002. Access to supramolecular polymers:
Large scale synthesis of 4’-chloro-2,2’:6’,2â€-
terpyridine and an application to poly(propylene
oxide) telechelics. Des. Monomers Polym. 5,
211–221.
https://doi.org/10.1163/156855502760157935
Szerb, E.I., Pucci, D., Crispini, A., La Deda, M.,
2013. Soft Luminescent Materials Based on
Ag(I) Coordination Complexes. Mol. Cryst. Liq.
Cryst. 573, 34–45.
https://doi.org/10.1080/15421406.2013.763335
Williams, J.A.G., 2007. Photochemistry and
Photophysics of Coordination Compounds:
Platinum. Top. Curr. Chem. 281, 205-268.
https://doi.org/10.1007/128_2007_134
Wu, X., Xie, G., Cabry, C.P., Xu, X. Cowling,
S.J., Bruce, D.W., Zhu, W., Baranoff, E., Wang,
Y., 2018a. Linearly Polarized
Electroluminescence from Ionic Iridium
Complex-Based Metallomesogens: The Effect
of Aliphatic-Chain on Their Photophysical
Properties. J. Mater. Chem. C 6, 3298–3309.
https://doi.org/10.1039/C7TC05421A
Wu, X., Zhu, M., Bruce, D.W., Zhu, W., Wang,
Y., 2018b. An overview of phosphorescent
metallomesogens based on platinum and
iridium. J. Mater. Chem. C 6, 9848–9860.
https://doi.org/10.1039/C8TC02996B
Yang, X., Wu, X., Zhou, D., Yu, J., Xie, G.,
Bruce, D.W., Wang, Y., 2018. Platinum-Based
Metallomesogens Bearing a Pt(4,6-
Dfppy)(Acac) Skeleton: Synthesis,
Photophysical Properties and Polarised
Phosphorescence Application. Dalton Trans.
47(38), 13368–13377.
https://doi.org/10.1039/C8DT03017K
Platinum(II) Complexes: Infrared Spectra in the
300–800 cm −1 Region. Can. J. Chem. 42(7),
1551–1554.
https://doi.org/10.1139/v64-238
Andelescu, A.-A., Heinrich, B., Spirache, M.A.,
Voirin, E., La Deda, M., Di Maio, G., Szerb,
E.I., Donnio, B., Costisor, O., 2020. Playing
with PtII and ZnII Coordination to Obtain
Luminescent Metallomesogens. Chem. Eur. J.
26, 4850–4860.
https://doi.org/10.1002/chem.202000124
Annibale, G., Brandolisio, M., Pitteri, B., 1995.
New routes for the for the synthesis of
chloro(diethylenetriamine) platinum(II)
chloride and chloro(2,2′ : 6′,2″-terpyridine)
Scien. Tech. Bull-Chem. Food Sci. Eng., Vol. 17 (XVIII), 2020, 42-48
platinum(II) chloride dihydrate. Polyhedron
14(3), 451–453.
https://doi.org/10.1016/0277-5387(94)00408-7
Burger, K., Wagner, F.E., Vértes, A., Bencze,
É., Mink, J., Labádi, I., Nemes-Vetéssy, Z.,
2001. Structural Study of Terpyridine and OPhenanthroline Complexes of Iridium(III). J.
Phys. Chem. Solids 62(11), 2059–2068.
https://doi.org/10.1016/S0022-3697(01)00075-
0
Cuerva, C., Campo, J.A., Cano, M., Lodeiro,
C., 2016. Platinum(II) Metallomesogens: New
External-Stimuli-Responsive
Photoluminescence Materials. Chem. Eur. J.
22(29), 10168–10178.
https://doi.org/10.1002/chem.201601115
Cuerva, C., Campo, J.A., Cano, M., CañoGarcÃa, M., Otón, J.M., Lodeiro, C. 2020.
Aggregation-induced emission enhancement
(AIEE)-active Pt(II) metallomesogens as dyes
sensitive to Hg2+ and dopant agents to develop
stimuli-responsive luminescent polymer
materials. Dyes Pigm. 175, 108098.
https://doi.org/10.1016/j.dyepig.2019.108098
Darkwah, W.K., Sandrine, M.K.C., Adormaa,
B.B., Teye, G.K., Puplampu, J.B., 2020. Solar
Light Harvest: Modified d-Block Metals.
Photocatalysis. Catal. Sci. Technol. 10(16),
5321–5344.
https://doi.org/10.1039/C9CY02435B
Deacon, G., Phillips R. J., 1980. Relationships
between the Carbon-Oxygen Stretching
Frequencies of Carboxylato Complexes and the
Type of Carboxylate Coordination. Coord.
Chem. Rev. 33(3), 227–250.
https://doi.org/10.1016/S0010-8545(00)80455-
5
Donnio, B., 2014. Liquid–crystalline
metallodendrimers. Inorg. Chim. Acta 409, 53–
67.
https://doi.org/10.1016/j.ica.2013.07.045
Kettle, S.F.A. Magnetic Properties of Transition
Metal Complexes 1996. In Physical Inorganic
Chemistry: A Coordination Chemistry
Approach, Springer Berlin Heidelberg: Berlin,
Heidelberg.
https://doi.org/10.1007/978-3-662-25191-1_9
Kukushkin, V.Y., Pombeiro A.J.L., Ferreira
C.M.P., Elding L.I., 2002. In Inorganic
Syntheses: Dimethylsulfoxide Complexes of
Platinum(II): K[PtCl3(Me2SO)], cis-
[PtCl2L(Me2SO)] (L=Me2SO, MeCN),
[PtCl(ï-Cl)(Me2SO)]2, and
[Pt(Me2SO)4](CF3SO3)2. John Wiley & Sons,
Inc.
Kumar, N.S.S., Shafikov, M.Z., Whitwood,
A.C., Donnio, B., Karadakov, P.B.,
Kozhevnikov, V.N., Bruce, D.W., 2016.
Mesomorphism and Photophysics of Some
Metallomesogens Based on Hexasubstituted
2,2′:6′, 2′′-Terpyridines. Chem. Eur. J. 22(24),
8215–8233.
https://doi.org/10.1002/chem.201505072
Ma, D.-L., Ma, V. P.-Y., Chan, D. S.-H., Leung,
K.-H., He, H.-Z., Leung, C.-H., 2012. Recent
advances in luminescent heavy metal complexes
for sensing. Coord. Chem. Rev. 256(23–24),
3087–3113.
https://doi.org/10.1016/j.ccr.2012.07.005
Motoc, S., Cretu, C., Costisor, O., Baciu, A.,
Manea, F., Szerb, E.I., 2019. Cu(I) Coordination
Complex Precursor for Randomized CuOx
Microarray Loaded on Carbon Nanofiber with
Excellent Electrocatalytic Performance for
Electrochemical Glucose Detection. Sensors
19(24), 5353.
https://doi.org/10.3390/s19245353
Pessoa, J., Correia, I., Gonçalves, G., Tomaz, A.
I., 2009. Circular Dichroism in Coordination
Compounds. J. Arg. Chem. Soc. 97(1), 151–
165.
https://doi.org/10.1021/ic50018a026
Pucci, D., Donnio, B., 2014. Metal-Containing
Liquid Crystals. In Handbook of Liquid
Crystals. 2nd ed., Vol. 5: Non-Conventional
Liquid Crystals, Weinheim: Wiley-VCH, pp.
175–241.
https://doi.org/10.1002/9783527671403.hlc077
Qian, G., Yang, X., Wang, X., Herod, J.D.,
Bruce, D.W., Wang, S., Zhu, W., Duan, P.,
Wang, Y., 2020. Chiral Platinum-Based
Metallomesogens with Highly Efficient
Circularly Polarized Electroluminescence in
Solution-Processed Organic Light-Emitting
Diodes. Adv. Opt. Mater. 8(20), 2000775.
https://doi.org/10.1002/adom.202000775
Rajendiran, K., Yoganandham, S.T.,
Arumugam, S., Arumugam, D., Thananjeyan,
K., 2020. An Overview of Liquid Crystalline
Mesophase Transition and Photophysical
Properties of “f Block,†“d Block,†and (SCO)
Scien. Tech. Bull-Chem. Food Sci. Eng., Vol. 17 (XVIII), 2020, 42-48
Spin-Crossover Metallomesogens in the
Optoelectronics. J. Mol. Liq. 2020, 114793.
https://doi.org/10.1016/j.molliq.2020.114793
Sanda, F., 2015.Transition Metal Containing
Polymers. In Encyclopedia of Polymeric
Nanomaterials, Springer Berlin Heidelberg:
Berlin, Heidelberg, pp. 1–6.
https://doi.org/10.1007/978-3-642-36199-
9_383-1
Sato, T., Awano, H., Haba, O., Katagiri, H., Pu,
Y.-J., Takahashi, T., Yonetake, K., 2012.
Synthesis, Characterization, and Polarized
Luminescence Properties of Platinum(II)
Complexes Having a Rod-like Ligand. Dalton
Trans. 41(27), 8379–8389.
https://doi.org/10.1039/C2DT30071K
Schubert, U.S., Schmatloch, S., Precup, A.,
2002. Access to supramolecular polymers:
Large scale synthesis of 4’-chloro-2,2’:6’,2â€-
terpyridine and an application to poly(propylene
oxide) telechelics. Des. Monomers Polym. 5,
211–221.
https://doi.org/10.1163/156855502760157935
Szerb, E.I., Pucci, D., Crispini, A., La Deda, M.,
2013. Soft Luminescent Materials Based on
Ag(I) Coordination Complexes. Mol. Cryst. Liq.
Cryst. 573, 34–45.
https://doi.org/10.1080/15421406.2013.763335
Williams, J.A.G., 2007. Photochemistry and
Photophysics of Coordination Compounds:
Platinum. Top. Curr. Chem. 281, 205-268.
https://doi.org/10.1007/128_2007_134
Wu, X., Xie, G., Cabry, C.P., Xu, X. Cowling,
S.J., Bruce, D.W., Zhu, W., Baranoff, E., Wang,
Y., 2018a. Linearly Polarized
Electroluminescence from Ionic Iridium
Complex-Based Metallomesogens: The Effect
of Aliphatic-Chain on Their Photophysical
Properties. J. Mater. Chem. C 6, 3298–3309.
https://doi.org/10.1039/C7TC05421A
Wu, X., Zhu, M., Bruce, D.W., Zhu, W., Wang,
Y., 2018b. An overview of phosphorescent
metallomesogens based on platinum and
iridium. J. Mater. Chem. C 6, 9848–9860.
https://doi.org/10.1039/C8TC02996B
Yang, X., Wu, X., Zhou, D., Yu, J., Xie, G.,
Bruce, D.W., Wang, Y., 2018. Platinum-Based
Metallomesogens Bearing a Pt(4,6-
Dfppy)(Acac) Skeleton: Synthesis,
Photophysical Properties and Polarised
Phosphorescence Application. Dalton Trans.
47(38), 13368–13377.
https://doi.org/10.1039/C8DT03017K
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