Citation: Wutong Du, Jin Tong, Wei Deng, Mingxue Wang, Shuyan Yu. Coordination-driven self-assembly of palladium(Ⅱ)-based metallacalixarenes as anion receptors using flexible pyridine-bridged diimidazole ligands[J]. Chinese Chemical Letters, ;2021, 32(1): 485-488. doi: 10.1016/j.cclet.2020.03.053 shu

Coordination-driven self-assembly of palladium(Ⅱ)-based metallacalixarenes as anion receptors using flexible pyridine-bridged diimidazole ligands

Beijing Key Laboratory for Green Catalysis and Separation, Department of Chemistry and Chemical Industry, College of Environmental and Energy Engineering, Beijing University of Technology, Beijing 100124, China

jintong@bjut.edu.cn

selfassembly@bjut.edu.cn

Received Date: 21 January 2020
Revised Date: 9 March 2020
Accepted Date: 19 March 2020
Available Online: 20 March 2020

Figures(5)

Two types of palladium(Ⅱ)-based metallacalixarenes [ML]²⁺ and [ML₂]²⁺ have been synthesized through coordination-driven self-assembly from a series of flexible pyridine-bridged diimidazole ligands [2,6-bis ((1H-imidazol-1-yl)methyl) pyridine (L¹), 2,6-bis((1H-benzo[d]imidazol-1-yl)methyl)pyridine (L²), 2,6-bis((1H-naphtho[2,3-d]imidazol-1-yl)methyl)pyridine (L³)], with palladium(Ⅱ)-based building blocks [Pd(BF₄)₂(M¹-BF₄) and (tmeda)Pd(NO₃)₂ (M²-NO₃) (tmeda = N, N, N', N'-tetramethyl-ethylenediamine)]. All complexes were characterized by NMR spectroscopy (¹H NMR and ¹³C NMR), mass spectrometry (CSI-MS, ESI-HRMS) and elemental analysis. The single crystal X-ray diffraction analysis of [M¹L₂²](NO₃)₂, [M¹L₂³](NO₃)₂, [M¹L₂³](PF₆)₂ and [M²L³](NO₃)₂ further confirmed the uniquely single bowl-shape and double bowl-shape structures. The anion binding properties within the metallacalixarenes as receptors were also investigated by NMR titration experiments in DMSO.
- Self-assembly,
- Diimidazole ligand,
- Metallacalixarenes,
- Anion receptors
1. [1]
  D.S. Lawrence, T. Jiang, M. Levett, Chem. Rev. 95 (1995) 2229-2260. doi: 10.1021/cr00038a018
2. [2]
  L.F. Lindoy, I.M. Atkinson, Self-assembly in Supramolecular Systems, Royal Society of Chemistry, Cambridge, 2000.
3. [3]
  J.A. McCleverty, T.J. Meyer, Comprehensive Coordination Chemistry Ⅱ, Elsevier, Amsterdam, 2003, pp. 369-393.
4. [4]
  S.Y. Yu, S.H. Li, H.P. Huang, et al., Curr. Org. Chem. 9 (2005) 555-563.
5. [5]
  B.H. Northrop, Y.R. Zheng, K.W. Chi, P. Stang, J. Acc. Chem. Res. 42 (2009) 1554-1563. doi: 10.1021/ar900077c
6. [6]
  M.M.J. Smulders, I.A. Riddell, C. Browne, J.R. Nitschke, Chem. Soc. Rev. 42 (2013) 1728-1754. doi: 10.1039/C2CS35254K
7. [7]
  L. Xu, Y.X. Wang, L.J. Chen, H.B. Yang, Chem. Soc. Rev. 44 (2015) 2148-2167. doi: 10.1039/C5CS00022J
8. [8]
  S.Y. Yu, H.L. Lu, Isr. J. Chem. 59 (2019) 166-183. doi: 10.1002/ijch.201800097
9. [9]
  R. Banerjee, A. Phan, B. Wang, et al., Science 319 (2008) 939-943. doi: 10.1126/science.1152516
10. [10]
  Q.F. Sun, J. Wasa, D. Ogawa, et al., Science 328 (2010) 1144-1147. doi: 10.1126/science.1188605
11. [11]
  N.B. Debata, D. Tripathy, D.K. Chand, Coord. Chem. Rev. 256 (2012) 1831-1945. doi: 10.1016/j.ccr.2012.04.001
12. [12]
  M.L. Saha, X. Yan, P. Stang, J. Acc. Chem. Res. 49 (2016) 2527-2539. doi: 10.1021/acs.accounts.6b00416
13. [13]
  C.D. Gutsche, Calixarenes Revisited, RSC, Cambridge, 1998.
14. [14]
  J. Kuleszaa, B.S. Barros, S. Alves Júnior, Coord. Chem. Rev. 257 (2013) 2192-2212. doi: 10.1016/j.ccr.2013.03.031
15. [15]
  P.D. Frischmann, M. MacLachlan, J. Chem. Soc. Rev. 42 (2013) 871-890. doi: 10.1039/C2CS35337G
16. [16]
  H. Rauter, E.C. Hillgeris, B. Lippert, J. Chem. Soc. Chem. Commun. (1992) 1385-1387.
17. [17]
  E.C. Hillgeris, A. Erxleben, B.J. Lippert, Am. Chem. Soc. 116 (1994) 616-624. doi: 10.1021/ja00081a023
18. [18]
  B. Lippert, P. Miguel, J.S. Chem, Soc. Rev. 40 (2011) 4475-4487. doi: 10.1039/c1cs15090a
19. [19]
  R. Chakrabarty, P.S. Mukherjee, P.J. Stang, Chem. Rev. 111 (2011) 6810-6918. doi: 10.1021/cr200077m
20. [20]
  L.Y. Yao, L. Qin, T.Z. Xie, Y.Z. Li, S.Y. Yu, Inorg. Chem. 50 (2011) 6055-6062. doi: 10.1021/ic200047t
21. [21]
  D. Samanta, P.S. Mukherjee, Chem. Commun. 50 (2014) 1595-1598. doi: 10.1039/c3cc47965j
22. [22]
  B. Roy, A.K. Ghosh, S. Srivastava, P. D'Silva, P.S. Mukherjee, J. Am. Chem. Soc. 137 (2015) 11916-11919. doi: 10.1021/jacs.5b08008
23. [23]
  D. Samanta, A. Chowdhury, P.S. Mukherjee, Inorg. Chem. 55 (2016) 1562-1568. doi: 10.1021/acs.inorgchem.5b02464
24. [24]
  L.P. Zhou, Q.F. Sun, Chem. Commun. 51 (2015) 16767-16770. doi: 10.1039/C5CC07306E
25. [25]
  H. Dasary, R. Jagan, D.K. Chand, Inorg. Chem. 57 (2018) 12222-12231. doi: 10.1021/acs.inorgchem.8b01884
26. [26]
  P. Sabater, F. Zapata, A. Caballero, et al., J. Org. Chem. 81 (2016) 3790-3798. doi: 10.1021/acs.joc.6b00468
27. [27]
  S.Y. Yu, H. Huang, H.B. Liu, et al., Angew. Chem. Int. Ed. 42 (2003) 686-690. doi: 10.1002/anie.200390190
28. [28]
  G.H. Ning, T.Z. Xie, Y.J. Pan, Y.Z. Li, S.Y. Yu, Dalton Trans. 39 (2010) 3203-3211. doi: 10.1039/b926138a
29. [29]
  T.Z. Xie, C. Guo, S.Y. Yu, Y.J. Pan, Angew. Chem. Int. Ed. 51 (2012) 1177-1181. doi: 10.1002/anie.201106504
30. [30]
  W. Deng, Z.S. Yu, H.W. Ma, S.Y. Yu, Chem. Asian J. 13 (2018) 2805-2811. doi: 10.1002/asia.201800954
31. [31]
  W. Deng, Z.S. Yu, X.H. Liu, S.Y. Yu, Chem. Asian J. 21 (2018) 3173-3179.
32. [32]
  C.R. Elie, G. David, A.R. Schmitzer, J. Med. Chem. 58 (2015) 2358-2366. doi: 10.1021/jm501979f
33. [33]
  http://www.supramolecular.org.
1. [1]
  Sifan Du , Yuan Wang , Fulin Wang , Tianyu Wang , Li Zhang , Minghua Liu . Evolution of hollow nanosphere to microtube in the self-assembly of chiral dansyl derivatives and inversed circularly polarized luminescence. Chinese Chemical Letters, 2024, 35(7): 109256-. doi: 10.1016/j.cclet.2023.109256
2. [2]
  Yuwen Zhu , Xiang Deng , Yan Wu , Baode Shen , Lingyu Hang , Yuye Xue , Hailong Yuan . Formation mechanism of herpetrione self-assembled nanoparticles based on pH-driven method. Chinese Chemical Letters, 2025, 36(1): 109733-. doi: 10.1016/j.cclet.2024.109733
3. [3]
  Jingqi Xin , Shupeng Han , Meichen Zheng , Chenfeng Xu , Zhongxi Huang , Bin Wang , Changmin Yu , Feifei An , Yu Ren . A nitroreductase-responsive nanoprobe with homogeneous composition and high loading for preoperative non-invasive tumor imaging and intraoperative guidance. Chinese Chemical Letters, 2024, 35(7): 109165-. doi: 10.1016/j.cclet.2023.109165
4. [4]
  Keyang Li , Yanan Wang , Yatao Xu , Guohua Shi , Sixian Wei , Xue Zhang , Baomei Zhang , Qiang Jia , Huanhua Xu , Liangmin Yu , Jun Wu , Zhiyu He . Flash nanocomplexation (FNC): A new microvolume mixing method for nanomedicine formulation. Chinese Chemical Letters, 2024, 35(10): 109511-. doi: 10.1016/j.cclet.2024.109511
5. [5]
  Xuanyu Wang , Zhao Gao , Wei Tian . Supramolecular confinement effect enabling light-harvesting system for photocatalytic α-oxyamination reaction. Chinese Chemical Letters, 2024, 35(11): 109757-. doi: 10.1016/j.cclet.2024.109757
6. [6]
  Xian Yan , Huawei Xie , Gao Wu , Fang-Xing Xiao . Boosted solar water oxidation steered by atomically precise alloy nanocluster. Chinese Chemical Letters, 2025, 36(1): 110279-. doi: 10.1016/j.cclet.2024.110279
7. [7]
  Zhenzhu Wang , Chenglong Liu , Yunpeng Ge , Wencan Li , Chenyang Zhang , Bing Yang , Shizhong Mao , Zeyuan Dong . Differentiated self-assembly through orthogonal noncovalent interactions towards the synthesis of two-dimensional woven supramolecular polymers. Chinese Chemical Letters, 2024, 35(5): 109127-. doi: 10.1016/j.cclet.2023.109127
8. [8]
  Cheng-Yan Wu , Yi-Nan Gao , Zi-Han Zhang , Rui Liu , Quan Tang , Zhong-Lin Lu . Enhancing self-assembly efficiency of macrocyclic compound into nanotubes by introducing double peptide linkages. Chinese Chemical Letters, 2024, 35(11): 109649-. doi: 10.1016/j.cclet.2024.109649
9. [9]
  Xiaofei NIU , Ke WANG , Fengyan SONG , Shuyan YU . Self-assembly of [Pd₆(L)₄]⁸⁺-type macrocyclic complexes for fluorescent sensing of HSO₃^-. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1233-1242. doi: 10.11862/CJIC.20240057
10. [10]
  Zengchao Guo , Weiwei Liu , Tengfei Liu , Jinpeng Wang , Hui Jiang , Xiaohui Liu , Yossi Weizmann , Xuemei Wang . Engineered exosome hybrid copper nanoscale antibiotics facilitate simultaneous self-assembly imaging and elimination of intracellular multidrug-resistant superbugs. Chinese Chemical Letters, 2024, 35(7): 109060-. doi: 10.1016/j.cclet.2023.109060
11. [11]
  Jin Tong , Shuyan Yu . Crystal Engineering for Supramolecular Chirality. University Chemistry, 2024, 39(3): 86-93. doi: 10.3866/PKU.DXHX202308113
12. [12]
  Ruoxi Sun , Yiqian Xu , Shaoru Rong , Chunmiao Han , Hui Xu . The Enchanting Collision of Light and Time Magic: Exploring the Footprints of Long Afterglow Lifetime. University Chemistry, 2024, 39(5): 90-97. doi: 10.3866/PKU.DXHX202310001
13. [13]
  Changhui Yu , Peng Shang , Huihui Hu , Yuening Zhang , Xujin Qin , Linyu Han , Caihe Liu , Xiaohan Liu , Minghua Liu , Yuan Guo , Zhen Zhang . Evolution of template-assisted two-dimensional porphyrin chiral grating structure by directed self-assembly using chiral second harmonic generation microscopy. Chinese Chemical Letters, 2024, 35(10): 109805-. doi: 10.1016/j.cclet.2024.109805
14. [14]
  Bing Niu , Honggao Huang , Liwei Luo , Li Zhang , Jianbo Tan . Coating colloidal particles with a well-defined polymer layer by surface-initiated photoinduced polymerization-induced self-assembly and the subsequent seeded polymerization. Chinese Chemical Letters, 2025, 36(2): 110431-. doi: 10.1016/j.cclet.2024.110431
15. [15]
  Yi Zhou , Wei Zhang , Rong Fu , Jiaxin Dong , Yuxuan Liu , Zihang Song , Han Han , Kang Cai . Self-assembly of two pairs of homochiral M₂L₄ coordination capsules with varied confined space using Tröger's base ligands. Chinese Chemical Letters, 2025, 36(2): 109865-. doi: 10.1016/j.cclet.2024.109865
16. [16]
  Xingwen Cheng , Haoran Ren , Jiangshan Luo . Boosting the self-trapped exciton emission in vacancy-ordered double perovskites via supramolecular assembly. Chinese Journal of Structural Chemistry, 2024, 43(6): 100306-100306. doi: 10.1016/j.cjsc.2024.100306
17. [17]
  Yunjia Jiang , Lingyao Wang , Yuanbin Zhang . Anion pillared MOFs for challenging hydrocarbon separations. Chinese Journal of Structural Chemistry, 2024, 43(11): 100374-100374. doi: 10.1016/j.cjsc.2024.100374
18. [18]
  Kongchuan Wu , Dandan Lu , Jianbin Lin , Ting-Bin Wen , Wei Hao , Kai Tan , Hui-Jun Zhang . Elucidating ligand effects in rhodium(Ⅲ)-catalyzed arene–alkene coupling reactions. Chinese Chemical Letters, 2024, 35(5): 108906-. doi: 10.1016/j.cclet.2023.108906
19. [19]
  Yuanjin Chen , Xianghui Shi , Dajiang Huang , Junnian Wei , Zhenfeng Xi . Synthesis and reactivity of cobalt dinitrogen complex supported by nonsymmetrical pincer ligand. Chinese Chemical Letters, 2024, 35(7): 109292-. doi: 10.1016/j.cclet.2023.109292
20. [20]
  Luyao Lu , Chen Zhu , Fei Li , Pu Wang , Xi Kang , Yong Pei , Manzhou Zhu . Ligand effects on geometric structures and catalytic activities of atomically precise copper nanoclusters. Chinese Journal of Structural Chemistry, 2024, 43(10): 100411-100411. doi: 10.1016/j.cjsc.2024.100411

Get Citation

PDF

XML

Metrics

PDF Downloads(6)
Abstract views(1061)
HTML views(227)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142