Citation: Xiong Xiao, Wei Zheng, Yue Zhao, Cheng-Hui Li. Visible light responsive spiropyran derivatives based on dynamic coordination bonds[J]. Chinese Chemical Letters, ;2023, 34(2): 107457. doi: 10.1016/j.cclet.2022.04.055 shu

Visible light responsive spiropyran derivatives based on dynamic coordination bonds

State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing National Laboratory of Microstructures, Collaborative Innovation Center of Advanced Microstructures, Nanjing University, Nanjing 210023, China

chli@nju.edu.cn

Received Date: 26 March 2022
Revised Date: 17 April 2022
Accepted Date: 22 April 2022
Available Online: 27 April 2022

Figures(4)

Spiropyrans (SPs) are a well-known class of photochromic compounds and have found widespread application due to their unique properties. However, for many conventional SPs, high energy ultraviolet (UV) light is commonly essential to drive photoisomerization, leading to poor fatigue resistance. Moreover, the practical application of spiropyrans is hindered by their fast fading speed due to the instability of closed forms (SP) or open forms (MC). Herein, we disclose a novel strategy to address these challenges through introducing both electron-donating substituents to stabilize the SP and dynamic coordination bonds to stabilize the MC. The resulting new spiropyrans complexes exhibit negative photochromic properties, with fast visible light response, good stability of both SP and MC, and significantly improved fatigue resistance.
- Negative photochromic,
- Spiropyran,
- Visible light responsive,
- Dynamic coordination bonds,
- Design guidelines
1. [1]
  J. Zhang, Y. Fu, H.H. Han, et al., Nat. Commun. 8(2017) 987. doi: 10.1038/s41467-017-01137-8
2. [2]
  Y. Xiong, P. Rivera-Fuentes, E. Sezgin, et al., Org. Lett. 18(2016) 3666–3669. doi: 10.1021/acs.orglett.6b01717
3. [3]
  J. Yan, L.X. Zhao, C. Li, et al., J. Am. Chem. Soc. 137(2015) 2436–2439. doi: 10.1021/ja512189a
4. [4]
  X. Chai, H.H. Han, A.C. Sedgwick, et al., J. Am. Chem. Soc. 142(2020) 18005–18013. doi: 10.1021/jacs.0c05379
5. [5]
  L. Ming, L.Y. Gu, Q. Zhang, M.Z. Xue, Y.G. Liu, Chin. Chem. Lett. 24(2013) 1014–1018. doi: 10.1016/j.cclet.2013.07.001
6. [6]
  X. Tian, J. Li, Y. Zhang, et al., Sens. Actuator. B: Chem. 359(2022) 131618. doi: 10.1016/j.snb.2022.131618
7. [7]
  S. Son, E. Shin, B.S. Kim, Biomacromolecules 15(2014) 628–634. doi: 10.1021/bm401670t
8. [8]
  A. Fagan, M. Bartkowski, S. Giordani, Front. Chem. 9(2021) 720087. doi: 10.3389/fchem.2021.720087
9. [9]
  R. Klajn, Chem. Soc. Rev. 43(2014) 148–184. doi: 10.1039/C3CS60181A
10. [10]
  Y. Hao, J. Meng, S. Wang, Chin. Chem. Lett. 28(2017) 2085–2091. doi: 10.1016/j.cclet.2017.10.019
11. [11]
  B. Champagne, A. Plaquet, J.L. Pozzo, V. Rodriguez, F. Castet, J. Am. Chem. Soc. 134(2012) 8101–8103. doi: 10.1021/ja302395f
12. [12]
  A.A. Ali, R. Kharbash, Y. Kim, Anal. Chim. Acta 1110(2020) 199–223. doi: 10.1016/j.aca.2020.01.057
13. [13]
  L. Kortekaas, W.R. Browne, Chem. Soc. Rev. 48(2019) 3406–3424. doi: 10.1039/C9CS00203K
14. [14]
  M. Natali, S. Giordani, Chem. Soc. Rev. 41(2012) 4010–4029. doi: 10.1039/c2cs35015g
15. [15]
  L. Wang, Y. Liu, X. Zhan, D. Luo, X. Sun, J. Mater. Chem. C 7(2019) 8649–8654. doi: 10.1039/C9TC02076D
16. [16]
  J. Tian, J. Xu, H. Peng, et al., Prog. Org. Coat. 160(2021) 106531. doi: 10.1016/j.porgcoat.2021.106531
17. [17]
  L. Wimberger, S.K.K. Prasad, M.D. Peeks, et al., J. Am. Chem. Soc. 143(2021) 20758–20768. doi: 10.1021/jacs.1c08810
18. [18]
  Z. Shi, P. Peng, D. Strohecker, Y. Liao, J. Am. Chem. Soc. 133(2011) 14699–14703. doi: 10.1021/ja203851c
19. [19]
  M.J. Feeney, S.W. Thomas, Macromolecules 51(2018) 8027–8037. doi: 10.1021/acs.macromol.8b01915
20. [20]
  Y. Ma, Y. Yu, J. Li, et al., InfoMat 3(2021) 82–100. doi: 10.1002/inf2.12125
21. [21]
  T. Qin, J. Han, Y. Geng, et al., Chem. Eur. J. 24(2018) 12539–12545. doi: 10.1002/chem.201801692
22. [22]
  H. Zhang, Q. Li, Y. Yang, X. Ji, J.L. Sessler, J. Am. Chem. Soc. 143(2021) 18635–18642. doi: 10.1021/jacs.1c08558
23. [23]
  J. He, Y. Yang, Y. Li, et al., Cell Rep. Phys. Sci. 2(2021) 100643. doi: 10.1016/j.xcrp.2021.100643
24. [24]
  Q. Qi, C. Li, X. Liu, et al., J. Am. Chem. Soc. 139(2017) 16036–16039. doi: 10.1021/jacs.7b07738
25. [25]
  N.A. Voloshin, E.V. Solov'eva, S.O. Bezugliy, A.V. Metelitsa, V.I. Minkin, Chem. Heterocycl. Com. 48(2012) 1361–1370. doi: 10.1007/s10593-012-1145-5
26. [26]
  H. Wu, D. Zhang, L. Su, et al., J. Am. Chem. Soc. 129(2007) 6839–6846. doi: 10.1021/ja0702824
27. [27]
  L.X. Yu, Y. Liu, S.C. Chen, Y. Guan, Y.Z. Wang, Chin. Chem. Lett. 25(2014) 389–396. doi: 10.1016/j.cclet.2013.12.014
28. [28]
  L.N. Fu, B. Leng, Y.S. Li, X.K. Gao, Chin. Chem. Lett. 27(2016) 1319–1329. doi: 10.1016/j.cclet.2016.06.045
29. [29]
  C. Ventura, P. Thornton, S. Giordani, A. Heise, Polym. Chem. 5(2014) 6318–6324. doi: 10.1039/C4PY00778F
30. [30]
  M. Tomasulo, E. Deniz, R.J. Alvarado, F.M. Raymo, J. Phys. Chem. C 112(2008) 8038–8045.
31. [31]
  M. Sommer, Macromol. Rapid Commun. 42(2021) e2000597. doi: 10.1002/marc.202000597
32. [32]
  N. Nadir, Z. Wahid, M.T. Zainuddin, N.Z. Mohamed Islam, Adv. Mater. Res. 925(2014) 323–328. doi: 10.4028/www.scientific.net/AMR.925.323
33. [33]
  E.I. Balmond, B.K. Tautges, A.L. Faulkner, et al., J. Org. Chem. 81(2016) 8744–8758. doi: 10.1021/acs.joc.6b01193
34. [34]
  J.Q. Ren, H. Tian, Sensors 7(2007) 3166–3178. doi: 10.3390/s7123166
35. [35]
  M. Natali, L. Soldi, S. Giordani, Tetrahedron 66(2010) 7612–7617. doi: 10.1016/j.tet.2010.07.035
36. [36]
  M. Baldrighi, G. Locatelli, J. Desper, C.B. Aakeroy, S. Giordani, Chem. Eur. J. 22(2016) 13976–13984. doi: 10.1002/chem.201602608
37. [37]
  T.J. Feuerstein, R. Muller, C. Barner-Kowollik, P.W. Roesky, Inorg. Chem. 58(2019) 15479–15486. doi: 10.1021/acs.inorgchem.9b02547
38. [38]
  I. Kim, D.C. Jeong, M. Lee, et al., Tetrahedron Lett. 56(2015) 6080–6084. doi: 10.1016/j.tetlet.2015.09.055
39. [39]
  N. Shao, J.Y. Jin, H. Wang, et al., Anal. Chem. 80(2008) 3466–3475. doi: 10.1021/ac800072y
40. [40]
  J.F. Zhu, H. Yuan, W.H. Chan, A.W. Lee, Org. Biomol. Chem. 8(2010) 3957–3964. doi: 10.1039/c004871b
41. [41]
  Y. Zhang, N. Shao, R. Yang, et al., Sci. China Ser. B 49(2006) 246–255. doi: 10.1007/s11426-006-0246-3
42. [42]
  G. Ma, Q. Zhou, X. Zhang, Y. Xu, H. Liu, New J. Chem. 38(2014) 552–560. doi: 10.1039/C3NJ01238G
43. [43]
  S. Goswami, A.K. Das, A.K. Maity, et al., Dalton Trans. 43(2014) 231–239. doi: 10.1039/C3DT51851E
44. [44]
  G.M. Sylvia, A.M. Mak, S. Heng, et al., Chemosensors 6(2018) 17. doi: 10.3390/chemosensors6020017
45. [45]
  D.B. Stubing, S. Heng, A.D. Abell, Org. Biomol. Chem. 14(2016) 3752–3757. doi: 10.1039/C6OB00468G
46. [46]
  Y. Shiraishi, Y. Matsunaga, T. Hirai, Chem. Commun. 48(2012) 5485–5487. doi: 10.1039/c2cc30258f
47. [47]
  J. Meng, H. Xu, Z. Li, S. Xu, C. Yao, Tetrahedron 73(2017) 6637–6643. doi: 10.1016/j.tet.2017.10.014
48. [48]
  X. Guo, D. Zhang, D. Zhu, Adv. Mater. 16(2004) 125–130. doi: 10.1002/adma.200306102
49. [49]
  T. Zhou, Z. Li, J. Wang, New J. Chem. 43(2019) 8869–8872. doi: 10.1039/C9NJ01727E
50. [50]
  F.B. Miguez, I.F. Reis, L.P. Dutra, et al., Dyes Pigments 171(2019) 107757. doi: 10.1016/j.dyepig.2019.107757
51. [51]
  D. Bleger, S. Hecht, Angew. Chem. Int. Ed. 54(2015) 11338–11349. doi: 10.1002/anie.201500628
52. [52]
  D. Roke, C. Stuckhardt, W. Danowski, S.J. Wezenberg, B.L. Feringa, Angew. Chem. Int. Ed. 57(2018) 10515–10519. doi: 10.1002/anie.201802392
53. [53]
  S. Helmy, F.A. Leibfarth, S. Oh, et al., J. Am. Chem. Soc. 136(2014) 8169–8172. doi: 10.1021/ja503016b
54. [54]
  A. Bagheri, C. Bainbridge, J. Jin, ACS Appl. Polym. Mater. 1(2019) 1896–1904. doi: 10.1021/acsapm.9b00458
55. [55]
  N.D. Shepherd, T. Wang, B. Ding, J.E. Beves, D.M. D'Alessandro, Inorg. Chem. 60(2021) 11706–11710. doi: 10.1021/acs.inorgchem.0c03383
56. [56]
  Y. Duan, H. Zhao, C. Xiong, et al., Chin. J. Chem. 39(2021) 985–998. doi: 10.1002/cjoc.202000532
57. [57]
  C.C. Ko, V.W. Yam, Acc. Chem. Res. 51(2018) 149–159. doi: 10.1021/acs.accounts.7b00426
58. [58]
  H.T. Sun, X.H. Tian, J. Autschbach, et al., J. Mater. Chem. C 1(2013) 5779–5790. doi: 10.1039/c3tc31131g
59. [59]
  J. -. X. Wang, C. Li, H. Tian, Coord. Chem. Rev. 427(2021) 213579. doi: 10.1016/j.ccr.2020.213579
60. [60]
  J. Lee, M.M. Sroda, Y. Kwon, et al., ACS Appl. Mater. Interfaces 12(2020) 54075–54082. doi: 10.1021/acsami.0c15116
61. [61]
  W. Qiu, P.A. Gurr, G.G. Qiao, ACS Appl. Mater. Interfaces 11(2019) 29268–29275. doi: 10.1021/acsami.9b09023
62. [62]
  T. Yamaguchi, A. Maity, V. Polshettiwar, M. Ogawa, Inorg. Chem. 57(2018) 3671–3674. doi: 10.1021/acs.inorgchem.7b03132
63. [63]
  W. Maret, Y. Li, Chem. Rev. 109(2009) 4682–4707. doi: 10.1021/cr800556u
64. [64]
  J.C. Lai, L. Li, D.P. Wang, et al., Nat. Commun. 9(2018) 2725. doi: 10.1038/s41467-018-05285-3
65. [65]
  J.C. Lai, X.Y. Jia, D.P. Wang, et al., Nat. Commun. 10(2019) 1164. doi: 10.1038/s41467-019-09130-z
66. [66]
  M. Schulz-Senft, P.J. Gates, F.D. Sönnichsen, A. Staubitz, Dyes Pigments 136(2017) 292–301. doi: 10.1016/j.dyepig.2016.08.039
67. [67]
  Y. Zhao, Z. Li, J. Ma, Q. Jia, ACS Appl. Mater. Interfaces 13(2021) 55806–55814. doi: 10.1021/acsami.1c14739
68. [68]
  Z. Wu, Q. Wang, P. Li, B. Fang, M. Yin, J. Mater. Chem. C 9(2021) 6290–6296. doi: 10.1039/D1TC00974E
69. [69]
  J.K. Rad, A.R. Mahdavian, H. Salehi-Mobarakeh, A. Abdollahi, Macromolecules 49(2015) 141–152.
70. [70]
  M. Natali, C. Aakeroy, J. Desper, S. Giordani, Dalton Trans. 39(2010) 8269–8277. doi: 10.1039/c0dt00242a
71. [71]
  G. Berkovic, V. Krongauz, V. Weiss, Chem. Rev. 100(2000) 1741–1754. doi: 10.1021/cr9800715
72. [72]
  W. Szymanski, J.M. Beierle, H.A. Kistemaker, W.A. Velema, B.L. Feringa, Chem. Rev. 113(2013) 6114–6178. doi: 10.1021/cr300179f
73. [73]
  C. Heinzmann, S. Coulibaly, A. Roulin, G.L. Fiore, C. Weder, ACS Appl. Mater. Interfaces 6(2014) 4713–4719. doi: 10.1021/am405302z
74. [74]
  D. Habault, H. Zhang, Y. Zhao, Chem. Soc. Rev. 42(2013) 7244–7256. doi: 10.1039/c3cs35489j
75. [75]
  C.H. Li, J.L. Zuo, Adv. Mater. 32(2020) e1903762.
76. [76]
  G. Li, Z. Pan, Z. Jia, et al., New J. Chem. 45(2021) 6386–6396. doi: 10.1039/D1NJ00429H
77. [77]
  A. Ahmad, Y. Wei, F. Syed, et al., RSC Adv. 5(2015) 99364–99377. doi: 10.1039/C5RA20096B
78. [78]
  S. Lee, J.E. Kwon, J. Hong, S.Y. Park, K. Kang, J. Mater. Chem. A 7(2019) 11438–11443. doi: 10.1039/C9TA01508F
79. [79]
  J. Boelke, S. Hecht, Adv. Opt. Mater. 7(2019) 1900404. doi: 10.1002/adom.201900404
80. [80]
  Y. Xiao, C. Cao, J. Coord. Chem. 71(2018) 3836–3846. doi: 10.1080/00958972.2018.1540780
81. [81]
  S.S. Deshpande, M.A. Jachak, S.S. Khopkar, G.S. Shankarling, Sens. Actuator B: Chem. 258(2018) 648–656. doi: 10.1016/j.snb.2017.11.138
82. [82]
  A. Kumar, S. Kumar, J. Photoch. Photobio. A 390(2020) 112265. doi: 10.1016/j.jphotochem.2019.112265
83. [83]
  P.X. Wang, F.Q. Bai, Z.X. Zhang, et al., Org. Electron. 45(2017) 33–41. doi: 10.1016/j.orgel.2017.02.031
84. [84]
  T. Moeller, The Chemistry of the Lanthanides, Pergamon, Great Britain, 1973.
85. [85]
  S. Cotton, Lanthanides and Actinides, Macmillan International Higher Education, 1991.
86. [86]
  R. Carr, N.H. Evans, D. Parker, Chem. Soc. Rev. 41(2012) 7673–7686. doi: 10.1039/c2cs35242g
87. [87]
  X. Li, W. Liu, Z. Guo, M. Tan, Inorg. Chem. 42(2003) 8735–8738. doi: 10.1021/ic034268d
88. [88]
  B. Wang, Z. Zang, H. Wang, et al., Angew. Chem. 125(2013) 3844–3847. doi: 10.1002/ange.201210172
89. [89]
  Y.H. Sheng, J. Leszczynski, A.A. Garcia, et al., J. Phys. Chem. B 108(2004) 16233–16243. doi: 10.1021/jp0488867
90. [90]
  O. Brugner, T. Reichenbach, M. Sommer, M. Walter, J. Phys. Chem. A 121(2017) 2683–2687. doi: 10.1021/acs.jpca.7b01248
91. [91]
  V.I. Minkin, Chem. Rev. 104(2004) 2751–2776. doi: 10.1021/cr020088u
92. [92]
  L. Cui, H. Zhang, G. Zhang, et al., Spectrochim. Acta A 202(2018) 13–17. doi: 10.1016/j.saa.2018.04.076
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