Citation: Jia-Jia KANG, Jun NI, Yan-Qin LI. Synthesis, Crystal Structure and Luminescent Mechanochromism of a Square-planar Pt(II) Complex Based on 1, 10-Phenanthroline Derivative[J]. Chinese Journal of Structural Chemistry, ;2020, 39(1): 140-146. doi: 10.14102/j.cnki.0254-5861.2011-2376 shu

Synthesis, Crystal Structure and Luminescent Mechanochromism of a Square-planar Pt(II) Complex Based on 1, 10-Phenanthroline Derivative

Chemistry Department, Dalian University of Technology, Dalian 116024, China

Corresponding author: Jun NI, nijun@dlut.edu.cn
Received Date: 22 March 2019
Accepted Date: 30 May 2019

Fund Project: National Natural Science Foundation of China 21471024

Figures(5)

A new square-planar platinum(II) complex, [Pt(Me₃SiC≡Cphen)(C≡CC₆H₄Cl-3)₂] (1), was synthesized by using 3-trimethylsilylethynyl-1, 10-phenanthroline (Me₃SiC≡Cphen) and 3-chlorophenylacetylene ligands, and its structure was characterized by single-crystal X-ray crystallography. 1 crystallizes in triclinic, space group P\begin{document}$ \overline 1 $\end{document} with a = 6.9524(5), b = 12.7796(11), c = 17.5846(10) Å, α = 78.484(5), β = 88.700(5), γ = 75.600(6)°, V = 1482.23(19) Å³, Z = 2, C₃₃H₂₄Cl₂N₂PtSi, M_r = 742.62, D_c = 1.664 g/cm³, F(000) = 724, μ(MoKa) = 4.979 mm^-1, R = 0.0369 and wR = 0.0786. In 1, adjacent molecules along the a axis are stacked in a columnar structure through π···π interactions, and such neighboring columnar structures are connected with each other by C–H···π hydrogen bonds to form a 2D supramolecular network. 1 exhibits reversible luminescence mechanochromic property with the luminescence red shift in a range of ca. 146~182 nm. Extremely large red-shifts of luminescence spectra suggest that luminescent mechanochromic property of 1 is due to the formation of aggregate via Pt–Pt interaction during the mechanical grinding. Based on this property, a simple device was developed and used for rewritable data storage.
- Pt(II) complex,
- crystal structure,
- luminescent mechanochromism,
- data recording device
1. [1]
  Chi, Z. G.; Zhang, X. Q.; Xu, B. J.; Zhou, X.; Ma, C. P.; Zhang, Y.; Liu, S. W.; Xu, J. R. Recent advances in organic mechanofluorochromic materials. Chem. Soc. Rev. 2012, 41, 3878–3896. doi: 10.1039/c2cs35016e
2. [2]
  Zhang, X. Q.; Chi, Z. G.; Zhang, Y.; Zhang, Y.; Liu, S. W.; Xu, J. R. Recent advances in mechanochromic luminescent metal complexes. J. Mater. Chem. C 2013, 1, 3376–3390. doi: 10.1039/c3tc30316k
3. [3]
  Sagara, Y.; Yamane, S.; Mitani, M.; Weder, C.; Kato, T. Mechanoresponsive luminescent molecular assemblies: an emerging class of materials. Adv. Mater. 2016, 28, 1073–1095. doi: 10.1002/adma.201502589
4. [4]
  Yamane, S.; Sagara, Y.; Mutai, T.; Araki, K.; Kato, T. Mechanochromic luminescent liquid crystals based on a bianthryl moiety. J. Mater. Chem. C 2013, 1, 2648–2656. doi: 10.1039/c3tc00861d
5. [5]
  Cuerva, C.; Campo, D. J.; Cano, M.; Lodeiro, C. Platinum(II) metallornesogens: new external-stimuli-responsive photoluminescence materials. Chem. Eur. J. 2016, 22, 10168–10178. doi: 10.1002/chem.201601115
6. [6]
  Xue, P. C.; Yao, B. Q.; Liu, X. H.; Sun, J. B.; Gong, P.; Zhang, Z. Q.; Qian, C.; Zhang, Y.; Lu, R. Reversible mechanochromic luminescence of phenothiazine-based 10, 10΄-bianthracene derivatives with different lengths of alkyl chains. J. Mater. Chem. C 2015, 3, 1018–1025. doi: 10.1039/C4TC02126F
7. [7]
  Zhang, G.; Lu, J.; Sabat, M.; Fraser, C. L. Polymorphism and reversible mechanochromic luminescence for solid-state difluoroboron avobenzone. J. Am. Chem. Soc. 2010, 132, 2160–2162. doi: 10.1021/ja9097719
8. [8]
  Sagara, Y.; Komatsu, T.; Ueno, T.; Hanaoka, K.; Kato, T.; Nagano, T. Covalent attachment of mechanoresponsive luminescent micelles to glasses and polymers in aqueous conditions. J. Am. Chem. Soc. 2014, 136, 4273–4280. doi: 10.1021/ja412670g
9. [9]
  Bazhin, D. N.; Kudyakova, Y. S.; Bogomyakov, A. S.; Slepukhin, P. A.; Kim, G. A.; Burgart, Y. V.; Saloutin, V. I. Dinuclear lanthanide-lithium complexes based on fluorinated beta-diketonate with acetal group: magnetism and effect of crystal packing on mechanoluminescence. Inorg. Chem. Front. 2019, 6, 40–49. doi: 10.1039/C8QI00772A
10. [10]
  Tukhbatullin, A. A.; Sharipov, G. L.; Galina, A. A. Mechanoluminescence of Ce/Tb inorganic salts in methane-acetylene mixtures with inert gases. Luminescence 2018, 33, 1180–1184. doi: 10.1002/bio.3533
11. [11]
  Yang, J.; Qin, J. W.; Geng, P. Y.; Wang, J. Q.; Fang, M. M.; Li, Z. Molecular conformation-dependent mechanoluminescence: same mechanical stimulus but different emissive color over time. Angew. Chem. Int. Ed. 2018, 57, 14174–14178. doi: 10.1002/anie.201809463
12. [12]
  Yeung, M. C. L.; Yam, V. W. W. Phosphate derivative-induced supramolecular assembly and NIR-emissive behaviour of alkynylplatinum(II) terpyridine complexes for real-time monitoring of enzymatic activities. Chem. Sci. 2013, 4, 2928–2935. doi: 10.1039/c3sc50383f
13. [13]
  Ohno, K.; Kusano, Y.; Kaizaki, S.; Nagasawa, A.; Fujihara, T. Chromism of tartrate-bridged clamshell-like platinum(II) complex: intramolecular Pt–Pt interaction-induced luminescence vapochromism and intermolecular interactions-triggered thermochromism. Inorg. Chem. 2018, 57, 14159–14169. doi: 10.1021/acs.inorgchem.8b02074
14. [14]
  Wong, Y. S.; Yeung, F. C. M.; Ng, M.; Cheng, H. K.; Yam, V. W. W. Platinum(II)-based supramolecular scaffold-templated side-by-side assembly of gold nanorods through Pt···Pt and π-π interactions. Angew. Chem. Int. Ed. 2018, 57, 15797–15801. doi: 10.1002/anie.201810302
15. [15]
  Zhang, X.; Wang, Y. G.; Ni, J.; Zhang, L. Y.; Chen, Z. N. Vapochromic and mechanochromic phosphorescence materials based on a platinum(II) complex with 4-trifluoromethylphenylacetylide. Inorg. Chem. 2012, 51, 5569–5579. doi: 10.1021/ic202421d
16. [16]
  Kitani, N.; Kuwamura, N.; Tsuji, T.; Tsuge, K.; Konno, T. Water-molecule-driven vapochromic behavior of a mononuclear platinum(II) system with mixed bipyridine and thioglucose. Inorg. Chem. 2014, 53, 1949–1951. doi: 10.1021/ic402887f
17. [17]
  Kang, J. J.; Zhang, X. X.; Zhou, H. H; Gai, X. Q; Jia, T.; Xu, L.; Zhang, J. J.; Li, Y. Q.; Ni, J. 1‑D "platinum wire" stacking structure built of platinum(II) diimine bis(σ-acetylide) units with luminescence in the NIR region. Inorg. Chem. 2016, 55, 10208–10217. doi: 10.1021/acs.inorgchem.6b01426
18. [18]
  Ni, J.; Wang, Y. G.; Wang, H. H.; Xu, L.; Zhao, Y. Q.; Pan, Y. Z.; Zhang, J. J. Thermo- and mechanical-grinding-triggered color and luminescence switches of the diimine-platinum(II) complex with 4-bromo-2, 2΄-bipyridine. Dalton Trans. 2014, 43, 352–360. doi: 10.1039/C3DT51936H
19. [19]
  Ni, J.; Zhang, X.; Wu, Y. H.; Zhang, L. Y.; Chen, Z. N. Vapor- and mechanical-grinding-triggered color and luminescence switches for bis(σ-fluorophenylacetylide) platinum(II) complexes. Chem. Eur. J. 2011, 17, 1171–1183. doi: 10.1002/chem.201002752
20. [20]
  Ni, J.; Zhang, X.; Qiu, N.; Wu, Y. H.; Zhang, L. Y.; Zhang, J.; Chen, Z. N. Mechanochromic luminescence switch of platinum(II) complexes with 5-trimethylsilylethynyl-2, 2΄-bipyridine. Inorg. Chem. 2011, 50, 9090–9096. doi: 10.1021/ic2012777
21. [21]
  Sheldrick, G. M. SHELXS-97, Program for X-ray Crystal Structure Determination. University of Gottingen, Germany 1997.
22. [22]
  Sheldrick, G. M. SHELXL-97, Program for X-ray Crystal Structure Refinement. University of Gottingen, Germany 1997.
23. [23]
  Ni, J.; Kang, J. J.; Wang, H. H.; Gai, X. Q.; Zhang, X. X.; Jia, T.; Xu, L.; Pan, Y. Z.; Zhang, J. J. A colorimetric/luminescent benzene compound sensor based on a bis(σ-acetylide) platinum(II) complex: enhancing selectivity and reversibility through dual-recognition sites strategy. RSC Adv. 2015, 5, 65613–65617. doi: 10.1039/C5RA13987B
24. [24]
  Shiotsuka, M.; Asano, T.; Kurono, Y.; Kawabe, R. Synthesis and photophysical characterization of phosphorescent platinum(II) bis-(trimethylsilyl)ethynyl-phenanthroline organometallic complexes with bis-aryethynyl derivatives. J. Organomet. Chem. 2017, 851, 1–8. doi: 10.1016/j.jorganchem.2017.09.009
25. [25]
  Hissler, M.; Connick, W. B.; Geiger, D. K.; McGarrah, J. E.; Lipa, D.; Lachicotte, R. J.; Eisenberg, R. Platinum diimine bis(acetylide) complexes: synthesis, characterization, and luminescence properties. Inorg. Chem. 2000, 39, 447–457. doi: 10.1021/ic991250n
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