Citation: Zhewen Guo, Jun Zhao, Yuhang Liu, Guangfeng Li, Heng Wang, Yali Hou, Mingming Zhang, Xiaopeng Li, Xuzhou Yan. Conformational effect on fluorescence emission of tetraphenylethylene-based metallacycles[J]. Chinese Chemical Letters, ;2021, 32(5): 1691-1695. doi: 10.1016/j.cclet.2020.12.028 shu

Conformational effect on fluorescence emission of tetraphenylethylene-based metallacycles

Zhewen Guo ^a ,
Jun Zhao ^a ,
Yuhang Liu ^a ,
Guangfeng Li ^{a, *,} ,
Heng Wang ^b ,
Yali Hou ^c ,
Mingming Zhang ^c ,
Xiaopeng Li ^b ,
Xuzhou Yan ^{a, *,}

a.
School of Chemistry and Chemical Engineering, Frontiers Science Center for Transformative Molecules, Shanghai Jiao Tong University, Shanghai 200240, China
b.
College of Chemistry and Environmental Engineering, Shenzhen University, Shenzhen 518055, China
c.
State Key Laboratory for Mechanical Behavior of Materials, Shaanxi International Research Center for Soft Matter, School of Materials Science and Engineering, Xi'an Jiaotong University, Xi'an 710049, China

guangfengli@sjtu.edu.cn

xzyan@sjtu.edu.cn

Received Date: 6 October 2020
Revised Date: 8 December 2020
Accepted Date: 14 December 2020
Available Online: 19 December 2020

Figures(4)

Herein, we designed and constructed two metallacycles, 1 and 2, to illustrate the conformational effect of isomeric AIE fluorophores on the platform of supramolecular coordination complexes (SCCs). Specifically, the dangling phenyl rings in TPE units of the metallacycle 1 align completely outside the main cyclic structure, while in the metallacycle 2, these phenyl rings align half inside and half outside. The experimental results showed that two metallacycles exhibited different behaviors in terms of AIE fluorescence and chemical sensing, which could be attributed to the subtle structural difference of the TPE units. This work represents the unification of topics such as self-assembly, AIE, and chemical sensing, and further promotes the understanding for the structure-property relationship of isomeric AIE fluorophores.
- Conformational effect,
- Structure-property relationship,
- Aggregation-induced emission,
- Coordination-driven self-assembly,
- Metallacycles
1. [1]
  B. Li, M. Zhao, L. Feng, et al., Nat. Commun. 11(2020) 3102. doi: 10.1038/s41467-020-16924-z
2. [2]
  Y. Ma, C. Yan, Z. Guo, et al., Angew. Chem. Int. Ed. 59(2020) 9812-9825. doi: 10.1002/anie.201913249
3. [3]
  M. Zuo, W. Qian, M. Hao, et al., Chin. Chem. Lett. (2020), doi:http://dx.doi.org/10.1016/j.cclet.2020.09.033. doi: 10.1016/j.cclet.2020.09.033
4. [4]
  Z. Zhou, D.G. Chen, M.L. Saha, et al., J. Am. Chem. Soc. 141(2019) 5535-5543. doi: 10.1021/jacs.9b01368
5. [5]
  S.M. Borisov, O.S. Wolfbeis, Chem. Rev. 108(2008) 423-461. doi: 10.1021/cr068105t
6. [6]
  R.T. Kwok, C.W. Leung, J.W. Lam, B.Z. Tang, Chem. Soc. Rev. 44(2015) 4228-4238. doi: 10.1039/C4CS00325J
7. [7]
  J. Luo, Z. Xie, J.W. Lam, et al., Chem. Commun. 18(2001) 1740-1741.
8. [8]
  J. Mei, N.L.C. Leung, R.T.K. Kwok, J.W.Y. Lam, B.Z. Tang, Chem. Rev. 115(2015) 11718-11940. doi: 10.1021/acs.chemrev.5b00263
9. [9]
  J. Li, J. Wang, H. Li, et al., Chem. Soc. Rev. 49(2020) 1144-1172. doi: 10.1039/C9CS00495E
10. [10]
  Y. Li, Y. Dong, X. Miao, et al., Angew. Chem. Int. Ed. 130(2018) 737-741. doi: 10.1002/ange.201710553
11. [11]
  X. Yan, P. Wei, Y. Liu, et al., J. Am. Chem. Soc. 141(2019) 9673-9679. doi: 10.1021/jacs.9b03885
12. [12]
  W. Qian, M. Zuo, G. Sun, et al., Chem. Commun. 56(2020) 7301-7304. doi: 10.1039/D0CC02962A
13. [13]
  J.L. Zhu, L. Xu, Y.Y. Ren, et al., Nat. Commun. 10(2019) 4285. doi: 10.1038/s41467-019-12204-7
14. [14]
  B. Li, T. He, Y. Fan, et al., Chem. Commun. 55(2019) 8036-8059. doi: 10.1039/C9CC02472G
15. [15]
  G. Li, L. Wang, L. Wu, et al., J. Am. Chem. Soc. 142(2020) 14343-14349. doi: 10.1021/jacs.0c06416
16. [16]
  X. Yan, T.R. Cook, P. Wang, F. Huang, P.J. Stang, Nat. Chem. 7(2015) 342-348. doi: 10.1038/nchem.2201
17. [17]
  M.L. Saha, X. Yan, P.J. Stang, Acc. Chem. Res. 49(2016) 2527-2539. doi: 10.1021/acs.accounts.6b00416
18. [18]
  Z. Zhang, Y. Li, B. Song, et al., Nat. Chem. 12(2020) 468-474. doi: 10.1038/s41557-020-0454-z
19. [19]
  Y. Inomata, T. Sawada, M. Fujita, Chem 6(2020) 294-303. doi: 10.1016/j.chempr.2019.12.009
20. [20]
  Z. Wang, L. He, B. Liu, et al., J. Am. Chem. Soc. 142(2020) 16409-16419. doi: 10.1021/jacs.0c07514
21. [21]
  G. Li, Z. Zhou, C. Yuan, et al., Angew. Chem. Int. Ed. 59(2020) 10013-10017. doi: 10.1002/anie.202000078
22. [22]
  G.Q. Yin, H. Wang, X.Q. Wang, et al., Nat. Commun. 9(2018) 567. doi: 10.1038/s41467-018-02959-w
23. [23]
  L.Z. Ma, T.F. Yang, Z.Y. Zhang, et al., Chin. Chem. Lett. 30(2019) 1942-1946. doi: 10.1016/j.cclet.2019.07.043
24. [24]
  X. Yan, M. Wang, T.R. Cook, et al., J. Am. Chem. Soc. 138(2016) 4580-4588. doi: 10.1021/jacs.6b00846
25. [25]
  X. Yan, H. Wang, C.E. Hauke, et al., J. Am. Chem. Soc. 137(2015) 15276-15286. doi: 10.1021/jacs.5b10130
26. [26]
  J. Liu, Y. Zhong, P. Lu, et al., Polym. Chem. 1(2010) 426-429. doi: 10.1039/C0PY00046A
1. [1]
  Ying Zhao , Yao He , Jian-Xin Yang , Wen-Jie Liu , Dan Tian , Francisco Aznarez , Le-Le Gong , Li-Long Dang , Lu-Fang Ma . Controllable self-assembly and photothermal conversion of metalla[2]catenanes induced by synergistic effect of free radicals and stacking interactions. Chinese Chemical Letters, 2025, 36(12): 111460-. doi: 10.1016/j.cclet.2025.111460
2. [2]
  Kun Zhang , Xin-Yue Lou , Yan Wang , Weiwei Huan , Ying-Wei Yang . Emission enhancement induced by the supramolecular assembly of leggero pillar[5]arenes for the detection and separation of silver ions. Chinese Chemical Letters, 2025, 36(6): 110464-. doi: 10.1016/j.cclet.2024.110464
3. [3]
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4. [4]
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5. [5]
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6. [6]
  Jun-Jie Fang , Zheng Liu , Yun-Peng Xie , Xing Lu . Superatomic Ag₅₈ nanoclusters incorporating a [MS₄@Ag₁₂]²⁺ (M = Mo or W) kernel show aggregation-induced emission. Chinese Chemical Letters, 2024, 35(10): 109345-. doi: 10.1016/j.cclet.2023.109345
7. [7]
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8. [8]
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9. [9]
  Bingbing Shi , Yuchun Wang , Yi Zhou , Xing-Xing Zhao , Yizhou Li , Nuoqian Yan , Wen-Juan Qu , Qi Lin , Tai-Bao Wei . A supramolecular oligo[2]rotaxane constructed by orthogonal platinum(Ⅱ) metallacycle and pillar[5]arene-based host–guest interactions. Chinese Chemical Letters, 2024, 35(10): 109540-. doi: 10.1016/j.cclet.2024.109540
10. [10]
  Takuya Tanaka , Rikuto Noda , Yuki Sawatari , Riki Iwai , Ben Zhong Tang , Gen-ichi Konishi . Viscosity responsiveness of excited-state dynamics in aggregated-induced emission luminogens. Chinese Chemical Letters, 2025, 36(12): 111495-. doi: 10.1016/j.cclet.2025.111495
11. [11]
  Yu Zhou , Lin-Tao Jiang , Xiao-Ming Jiang , Bin-Wen Liu , Guo-Cong Guo . Mixed-anion square-pyramid [SbS₃I₂] units causing strong second-harmonic generation intensity and large birefringence. Chinese Chemical Letters, 2025, 36(4): 109740-. doi: 10.1016/j.cclet.2024.109740
12. [12]
  Xianghan Zhang , Yuan Qin , Huaicong Zhang , Yutian Cao , Haixing Zhu , Yingdi Tang , Zimeng Ma , Zehua Li , Jialin Zhou , Qunyan Dong , Peng Yang , Yuqiong Xia , Zhongliang Wang . An aggregation-independent and rotor-specific TPE-cyanine probe for in vivo near-infrared fluorescent imaging. Chinese Chemical Letters, 2025, 36(9): 110715-. doi: 10.1016/j.cclet.2024.110715
13. [13]
  Yi Liu , Peng Lei , Yang Feng , Shiwei Fu , Xiaoqing Liu , Siqi Zhang , Bin Tu , Chen Chen , Yifan Li , Lei Wang , Qing-Dao Zeng . Topologically engineering of π-conjugated macrocycles: Tunable emission and photochemical reaction toward multi-cyclic polymers. Chinese Chemical Letters, 2024, 35(10): 109571-. doi: 10.1016/j.cclet.2024.109571
14. [14]
  Xinyu Hu , Bo Song , Shukai Song , Qinghui Ling , Bangkun Yue , Lianrui Hu , Feifei Wang , Li He , Lin Xu . Development of luminescent metallohelicate as a selective chloride transporter. Chinese Chemical Letters, 2025, 36(12): 110918-. doi: 10.1016/j.cclet.2025.110918
15. [15]
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19. [19]
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