Citation: Wen-Wen Xu, Yue-Xiu Qin, Xiao-Yong Yu, Lin-Nan Jiang, Heng-Yi Zhang, Yong Chen, Yu Liu. Multipath cascade light harvesting for multicolor luminescence based on macrocyclic sulfonatocalix[4]arene[J]. Chinese Chemical Letters, ;2025, 36(11): 111068. doi: 10.1016/j.cclet.2025.111068 shu

Multipath cascade light harvesting for multicolor luminescence based on macrocyclic sulfonatocalix[4]arene

College of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China

yuliu@nankai.edu.cn

Received Date: 14 December 2024
Revised Date: 8 March 2025
Accepted Date: 11 March 2025
Available Online: 12 March 2025

Figures(5)

Herein, anthracene-pyridinium derivative (A1) is synthesized to assemble with amphiphilic sulfonatocalix[4]arene (SC4AD) with a porous cavity through electrostatic interaction, exhibiting enhanced fluorescence emission and multipath fluorescence resonance energy transfer (FRET) with organic dyes (EY, NiR or Cy5.5). In this nanoassembly, A1/SC4AD first transfers the energy to dye EY (first acceptor), and then delivers it to NiR (second acceptor), which further transfers the energy to Cy5.5 (third acceptor), accompanying with an emission ranging from 535 nm to 570 nm, then to 638 nm, and finally to near-infrared emission at 717 nm. Compared to one-step FRET (43.0%), the three-step FRET system shows higher energy transfer efficiency (FRET Ⅰ: 84.9%, FRET Ⅱ: 81.4%, FRET Ⅲ: 66.9%). The donor/acceptor ratio is 3000 (A1): 20 (EY): 8 (NiR): 5 (Cy5.5), together with an antenna effect of 2.3. Additionally, diverse two-step cascade light-harvesting systems are successfully fabricated via tuning combination of dye acceptors. We believe that this multipath light-harvesting assembly will provide a direction for designing multiple sequential FRET and artificial light-harvesting systems.
- Multipath FRET,
- Cascade energy transfer,
- Light-harvesting,
- Supramolecular assembly,
- Calixarene
1. [1]
  G.D. Scholes, G.R. Fleming, A. Olaya-Castro, R. van Grondelle, Nat. Chem. 3 (2011) 763–774. doi: 10.1038/nchem.1145
2. [2]
  H. Liu, Z. Zhang, C. Mu, et al., Angew. Chem. Int. Ed. 61 (2022) e202207289.
3. [3]
  M.C. So, G.P. Wiederrecht, J.E. Mondloch, J.T. Hupp, O.K. Farha, Chem. Commun. 51 (2015) 3501–3510.
4. [4]
  X. Tang, Y. Zhu, W. Guan, C. Lu, Aggregate 4 (2023) e348.
5. [5]
  T. Xiao, C. Bao, L. Zhang, et al., J. Mater. Chem. A 10 (2022) 8528–8534. doi: 10.1039/d2ta00277a
6. [6]
  S.I. Yoo, J.H. Lee, B.H. Sohn, et al., Adv. Funct. Mater. 18 (2008) 2984–2989. doi: 10.1002/adfm.200800702
7. [7]
  X. Zhang, Z.K. Chen, K.P. Loh, J. Am. Chem. Soc. 131 (2009) 7210–7211. doi: 10.1021/ja901041d
8. [8]
  G.J. Hedley, A. Ruseckas, I.D. W. Samuel, Chem. Rev. 117 (2017) 796–837. doi: 10.1021/acs.chemrev.6b00215
9. [9]
  N. Hildebrandt, C.M. Spillmann, W.R. Algar, et al., Chem. Rev. 117 (2017) 536–711. doi: 10.1021/acs.chemrev.6b00030
10. [10]
  M. Hao, G. Sun, M. Zuo, et al., Angew. Chem. Int. Ed. 59 (2020) 10095–10100. doi: 10.1002/anie.201912654
11. [11]
  Y. Li, C. Xia, R. Tian, et al., ACS Nano 16 (2022) 8012–8021. doi: 10.1021/acsnano.2c00960
12. [12]
  K.K. Niu, T.X. Luan, J. Cui, et al., ACS Catal. 14 (2024) 2631–2641. doi: 10.1021/acscatal.3c05454
13. [13]
  Y. Qin, Q.H. Ling, Y.T. Wang, et al., Angew. Chem. Int. Ed. 62 (2023) e202308210.
14. [14]
  L. Hodgson, D. Spiering, M. Sabouri-Ghomi, et al., Nat. Chem. Biol. 12 (2016) 802–809. doi: 10.1038/nchembio.2145
15. [15]
  J.S. Kim, D.T. Quang, Chem. Rev. 107 (2007) 3780–3799. doi: 10.1021/cr068046j
16. [16]
  T. Xiao, D. Ren, L. Tang, et al., J. Mater. Chem. A 11 (2023) 18419–18425. doi: 10.1039/d3ta03498d
17. [17]
  Z. Lian, J. He, L. Liu, et al., Nat. Commun. 14 (2023) 2752.
18. [18]
  Y.X. Yuan, J.H. Jia, Y.P. Song, et al., J. Am. Chem. Soc. 144 (2022) 5389–5399. doi: 10.1021/jacs.1c12767
19. [19]
  W.W. Xu, Y.X. Qin, J. Niu, et al., Adv. Opt. Mater. 11 (2023) 2202431.
20. [20]
  W.W. Xu, Y. Chen, X. Xu, Y. Liu, Small 20 (2024) 2311087.
21. [21]
  H.J. Wang, W.W. Xing, H.Y. Zhang, W.W. Xu, Y. Liu, Adv. Opt. Mater. 10 (2022) 2201178.
22. [22]
  Z. Jiang, Z. Yang, W. Li, Adv. Healthc. Mater. 12 (2023) 2302089.
23. [23]
  X.Y. Dai, M. Huo, Y. Liu, Nat. Rev. Chem. 7 (2023) 854–874. doi: 10.1038/s41570-023-00555-1
24. [24]
  S. Guo, Y. Song, Y. He, X.Y. Hu, L. Wang, Angew. Chem. Int. Ed. 57 (2018) 3163–3167. doi: 10.1002/anie.201800175
25. [25]
  Y. Sun, L. Jiang, Y. Chen, Y. Liu, Chin. Chem. Lett. 35 (2024) 108644.
26. [26]
  F. Pu, L. Wu, E. Ju, et al., Adv. Funct. Mater. 24 (2014) 4549–4555. doi: 10.1002/adfm.201400276
27. [27]
  Q. Song, S. Goia, J. Yang, et al., J. Am. Chem. Soc. 143 (2021) 382–389. doi: 10.1021/jacs.0c11060
28. [28]
  L. Xu, Z. Wang, R. Wang, et al., Angew. Chem. Int. Ed. 59 (2020) 9908–9913. doi: 10.1002/anie.201907678
29. [29]
  Q. Zou, K. Liu, M. Abbas, X. Yan, Adv. Mater. 28 (2016) 1031–1043. doi: 10.1002/adma.201502454
30. [30]
  Z. Liu, Y. Liu, Chem. Soc. Rev. 51 (2022) 4786–4827. doi: 10.1039/d1cs00821h
31. [31]
  C. Li, Q. Liu, S. Tao, Nat. Commun. 13 (2022) 6034.
32. [32]
  Y. Bi, R. Zhang, K. Niu, et al., Chin. Chem. Lett. 36 (2025) 110311. doi: 10.1016/j.cclet.2024.110311
33. [33]
  H. Qian, T. Xiao, R.B. P. Elmes, L. Wang, Chin. Chem. Lett. 34 (2023), 108185.
34. [34]
  Z. Wu, H. Qian, X. Li, T. Xiao, L. Wang, Chin. Chem. Lett. 35 (2024), 108829.
35. [35]
  T. Xiao, X. Li, L. Zhang, et al., Chin. Chem. Lett. 35 (2024), 108618.
36. [36]
  T. Xiao, W. Zhong, L. Zhou, et al., Chin. Chem. Lett. 30 (2019), 31–36.
37. [37]
  Z. Xu, S. Peng, Y.Y. Wang, et al., Adv. Mater. 28 (2016) 7666–7671. doi: 10.1002/adma.201601719
1. [1]
  Siwei Wang , Fanxu Zeng , Yuan Yan , Jinghai Liu , Wei-Lei Zhou , Yong Chen . Monochromophore-tunable supramolecular fluorescence-phosphorescence dual light-harvesting NIR emission for multi-dimensional information encryption. Chinese Chemical Letters, 2026, 37(4): 112002-. doi: 10.1016/j.cclet.2025.112002
2. [2]
  Ran Cen , Yan-Yan Tang , Li-Xia Chen , Zhu Tao , Xin Xiao . A novel supramolecular assembly based on nor-seco-cucurbit[10]uril for spermine sensing and artificial light-harvesting. Chinese Chemical Letters, 2025, 36(1): 109744-. doi: 10.1016/j.cclet.2024.109744
3. [3]
  Chao Zhang , Ai-Feng Liu , Shihui Li , Fang-Yuan Chen , Jun-Tao Zhang , Fang-Xing Zeng , Hui-Chuan Feng , Ping Wang , Wen-Chao Geng , Chuan-Rui Ma , Dong-Sheng Guo . A supramolecular formulation of icariin@sulfonatoazocalixarene for hypoxia-targeted osteoarthritis therapy. Chinese Chemical Letters, 2025, 36(1): 109752-. doi: 10.1016/j.cclet.2024.109752
4. [4]
  Ya-Ru Qu , Kai-Li Tian , Han-Jun Huang , Jia-Jun Tu , Ai-Hao Chen , Hai-Jun Sun , Maxim V. Bermeshev , Shao-Jie Wang , Wen-Bin Li , Xiang-Kui Ren . Fluorescence enhancement of perylene diimide: Design strategy and application. Chinese Journal of Structural Chemistry, 2025, 44(12): 100756-100756. doi: 10.1016/j.cjsc.2025.100756
5. [5]
  Quanxin Ning , Yidan Zhang , Huayi Sun , Xin Zhao , Haodong Zhang , Feng Cui , Xiaochun Xie , Fangman Chen , Wen Sun , Hong Zhang . Light-harvesting pigment-binding protein-mimicking carbon dots for photodynamic therapy. Chinese Chemical Letters, 2025, 36(11): 111133-. doi: 10.1016/j.cclet.2025.111133
6. [6]
  Yusong Bi , Rongzhen Zhang , Kaikai Niu , Shengsheng Yu , Hui Liu , Lingbao Xing . Construction of a three-step sequential energy transfer system with selective enhancement of superoxide anion radicals for photocatalysis. Chinese Chemical Letters, 2025, 36(5): 110311-. doi: 10.1016/j.cclet.2024.110311
7. [7]
  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
8. [8]
  Xiaojian Yan , Saijin Huang , Wenfeng Liu , Li-Li Tan , Gaobin Wang , Liping Cao , Li Shang . Tungsten oxide quantum dot-based supramolecular assembly with tunable photochromic kinetics towards time-encoded anti-counterfeiting. Chinese Chemical Letters, 2026, 37(3): 111427-. doi: 10.1016/j.cclet.2025.111427
9. [9]
  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
10. [10]
  Hui-Juan Wang , Wen-Wen Xing , Zhen-Hai Yu , Yong-Xue Li , Heng-Yi Zhang , Qilin Yu , Hongjie Zhu , Yao-Yao Wang , Yu Liu . Cucurbit[7]uril confined phenothiazine bridged bis(bromophenyl pyridine) activated NIR luminescence for lysosome imaging. Chinese Chemical Letters, 2024, 35(6): 109183-. doi: 10.1016/j.cclet.2023.109183
11. [11]
  Ke-Lin Zhu , Zhi-Ao Li , Jiaqi Liang , Yong He , Han-Yuan Gong . Atropisomeric carbon-rich macrocycles: Synthesis, structural evolution, and properties. Chinese Chemical Letters, 2026, 37(2): 111629-. doi: 10.1016/j.cclet.2025.111629
12. [12]
  Chaoqun Ma , Yuebo Wang , Ning Han , Rongzhen Zhang , Hui Liu , Xiaofeng Sun , Lingbao Xing . Carbon dot-based artificial light-harvesting systems with sequential energy transfer and white light emission for photocatalysis. Chinese Chemical Letters, 2024, 35(4): 108632-. doi: 10.1016/j.cclet.2023.108632
13. [13]
  Qunpeng Duan , Qiaona Zhang , Jiayuan Zhang , Shihao Lin , Tangxin Xiao , Leyong Wang . Artificial light-harvesting systems based on supramolecular polymers ^✩. Chinese Chemical Letters, 2025, 36(12): 111421-. doi: 10.1016/j.cclet.2025.111421
14. [14]
  Lei Zhou , Youjun Zhou , Lizhen Fang , Yiqiao Bai , Yujia Meng , Liang Li , Jie Yang , Yong Yao . Pillar[5]arene based artificial light-harvesting supramolecular polymer for efficient and recyclable photocatalytic applications. Chinese Chemical Letters, 2024, 35(9): 109509-. doi: 10.1016/j.cclet.2024.109509
15. [15]
  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
16. [16]
  Rong Zhang , Yong Chen , Zhiyi Yu , Yu Liu . Laponite cascade assembly activated reversible multicolor luminescence supramolecular hydrogel with near-infrared emission. Chinese Chemical Letters, 2026, 37(1): 111147-. doi: 10.1016/j.cclet.2025.111147
17. [17]
  Yan Fan , Jiao Tan , Cuijuan Zou , Xuliang Hu , Xing Feng , Xin-Long Ni . Unprecedented stepwise electron transfer and photocatalysis in supramolecular assembly derived hybrid single-layer two-dimensional nanosheets in water. Chinese Chemical Letters, 2025, 36(4): 110101-. doi: 10.1016/j.cclet.2024.110101
18. [18]
  Siwei Wang , Wei-Lei Zhou , Yong Chen . Cucurbituril and cyclodextrin co-confinement-based multilevel assembly for single-molecule phosphorescence resonance energy transfer behavior. Chinese Chemical Letters, 2024, 35(12): 110261-. doi: 10.1016/j.cclet.2024.110261
19. [19]
  Hua Gu , Juan Zhang , Puan Yuan , Zhongyue Zheng , Wenkai Liu , Xiang Xia , Wen Sun , Jianjun Du , Jiangli Fan , Xiaojun Peng . Conjugated di-Cy5.5 derivative achieving strong light-harvesting ability beyond 808 nm for high-efficient antitumor photodynamic therapy. Chinese Chemical Letters, 2026, 37(4): 111119-. doi: 10.1016/j.cclet.2025.111119
20. [20]
  Dan PENG , Hao WANG , Yanyan WANG , Hongpeng YOU , Wuping LIAO . Synthesis and fluorescent properties of a one-dimensional Tb-calixarene complex as a luminescent thermometer material. Chinese Journal of Inorganic Chemistry, 2025, 41(9): 1859-1866. doi: 10.11862/CJIC.20250128

Get Citation

PDF

XML

Metrics

PDF Downloads(1)
Abstract views(727)
HTML views(34)

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