Citation: Li Yuan, Qian-Jun Ding, Zhen-Long Tu, Xiang-Ji Liao, Xu-Feng Luo, Zhi-Ping Yan, Zheng-Guang Wu, You-Xuan Zheng. Molecular self-induced configuration for improving dissymmetry factors in tetradentate platinum(II) enantiomers cycloaddition[J]. Chinese Chemical Letters, ;2022, 33(3): 1459-1462. doi: 10.1016/j.cclet.2021.08.104 shu

Molecular self-induced configuration for improving dissymmetry factors in tetradentate platinum(II) enantiomers cycloaddition

Li Yuan ^a ,
Qian-Jun Ding ^a ,
Zhen-Long Tu ^a ,
Xiang-Ji Liao ^a ,
Xu-Feng Luo ^a ,
Zhi-Ping Yan ^a ,
Zheng-Guang Wu ^{b, *,} ,
You-Xuan Zheng ^{a, *,}

a.
State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China
b.
Nantong Key Lab of Intelligent and New Energy Materials, College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China

wuzhengguang_zy@163.com

yxzheng@nju.edu.cn

Received Date: 28 July 2021
Revised Date: 18 August 2021
Accepted Date: 23 August 2021
Available Online: 28 August 2021

Figures(4)

Two pairs of Pt(II) enantiomers ((RR)/(SS)-PyPt, ((RR)/(SS)-Py: N, N'-(1, 2-diphenylethane-1, 2-diyl)dipicolinamide; (RR)-P/M-QPt, ((RR)/(SS)-Q: N, N'-((1R, 2R)-1, 2-diphenylethane-1, 2-diyl)bis(quinoline-2-carboxamide)) were synthesized, respectively, with good circularly polarized luminescence (CPL) and tunable dissymmetry factors (g) by molecular self-induction with (RR)/(SS)-1, 2-diphenylethane-1, 2-diamine as carbon chiral sources. In the (RR)-P-QPt and (SS)-M-QPt, specific P- and M-configurations were effectively induced from intrinsic chiral carbon centres (R or S), ingeniously avoiding the racemic mixture formation and chiral separation. Furthermore, the chirality originating from both chiral carbon centres and helicene-like structure improves the g factor significantly, which provides a new molecular design strategy for chiral Pt(II) enantiomers with good CPL properties.
- Pt(II) enantiomer,
- Circularly polarized luminescence,
- Dissymmetry factor,
- Molecular self-induction,
- Helicene-like structure
1. [1]
  D.W. Zhang, M. Li, C.F. Chen, Chem. Soc. Rev.49 (2020) 1331-1343. doi: 10.1039/c9cs00680j
2. [2]
  L. Frédéric, A. Desmarchelier, L. Favereau, G. Pieters, Adv. Funct. Mater. 31 (2021) 2010281. doi: 10.1002/adfm.202010281
3. [3]
  T. Imagawa, S. Hirata, K. Totani, et al., Chem. Commun. 51 (2015) 13268-13271. doi: 10.1039/C5CC04105H
4. [4]
  M. Li, S.H. Li, D. Zhang, et al., Angew. Chem. Int. Ed. 57 (2018) 2889-2893. doi: 10.1002/anie.201800198
5. [5]
  F.Y. Hao, Y.Z. Shi, K. Wang, et al., Dyes Pigm. 178 (2020) 108336.
6. [6]
  S.Y. Yang, Y.K. Wang, C.C. Peng, et al., J. Am. Chem. Soc. 142 (2020) 17756-17765. doi: 10.1021/jacs.0c08980
7. [7]
  F. Ni, C.W. Huang, Y. Tang, et al., Mater. Horiz. 8 (2021) 547-555. doi: 10.1039/d0mh01521k
8. [8]
  S. Feuillastre, M. Pauton, L. Gao, et al., J. Am. Chem. Soc. 138 (2016) 3990-3993. doi: 10.1021/jacs.6b00850
9. [9]
  F. Song, Z. Xu, Q. Zhang, et al., Adv. Funct. Mater. 28 (2018) 1800051. doi: 10.1002/adfm.201800051
10. [10]
  S. Sun, J. Wang, L. Chen, et al., J. Mater. Chem. C7 (2019) 14511-14516. doi: 10.1039/c9tc04941j
11. [11]
  Z.G. Wu, H.B. Han, Z.P. Yan, et al., Adv. Mater. 31 (2019) 1900524. doi: 10.1002/adma.201900524
12. [12]
  Y. Wang, Y. Zhang, W. Hu, et al., ACS Appl. Mater. Interfaces11 (2019) 26165-26173. doi: 10.1021/acsami.9b07005
13. [13]
  L. Frédéric, A. Desmarchelier, R. Plais, et al., Adv. Funct. Mater. 30 (2020) 2004838. doi: 10.1002/adfm.202004838
14. [14]
  Y. Xu, Q. Wang, X. Cai, et al., Adv. Mater. 33 (2021) 2100652. doi: 10.1002/adma.202100652
15. [15]
  F.M. Xie, J.X. Zhou, X.Y. Zeng, et al., Adv. Opt. Mater. 9 (2021) 2100017. doi: 10.1002/adom.202100017
16. [16]
  M. Li, Y.F. Wang, D. Zhang, et al., Angew. Chem. Int. Ed. 59 (2020) 3500-3504. doi: 10.1002/anie.201914249
17. [17]
  M.Y. Zhang, Z.Y. Li, B. Lu, et al., Org. Lett. 20 (2018) 6868-6871. doi: 10.1021/acs.orglett.8b02995
18. [18]
  N. Sharma, E. Spuling, C. M. Mattern, et al., Chem. Sci. 10 (2019) 6689-6696. doi: 10.1039/c9sc01821b
19. [19]
  C. Liao, Y. Zhang, S.H. Ye, W.H. Zheng, ACS Appl. Mater. Interfaces13 (2021) 25186-25192. doi: 10.1021/acsami.1c04779
20. [20]
  Y. Xu, Q. Wang, X. Cai, et al., Adv. Mater. 33 (2021) 2100652. doi: 10.1002/adma.202100652
21. [21]
  H. Sakai, T. Kubota, J. Yuasa, et al., J. Phys. Chem. C120 (2016) 7860-7869. doi: 10.1021/acs.jpcc.6b01344
22. [22]
  T. Otani, A. Tsuyuki, T. Iwachi, et al., Angew. Chem. Int. Ed. 56 (2017) 3906-3910. doi: 10.1002/anie.201700507
23. [23]
  Z. Qiu, C. W. Ju, L. Frederic, et al., J. Am. Chem. Soc. 143 (2021) 4661-4667. doi: 10.1021/jacs.0c13197
24. [24]
  T.Y. Li, Y.M. Jing, X. Liu, et al., Sci. Rep. 5 (2015) 14912.
25. [25]
  N. Hellou, M. S. Hooper, L. Favereau, et al., Angew. Chem. Int. Ed. 56 (2017) 8236-8239. doi: 10.1002/anie.201704263
26. [26]
  J. Han, S. Guo, J. Wang, et al., Adv. Opt. Mater. 5 (2017) 1700359. doi: 10.1002/adom.201700359
27. [27]
  J. R. Brandt, X. Wang, Y. Yang, et al., J. Am. Chem. Soc. 138 (2016) 9743-9746. doi: 10.1021/jacs.6b02463
28. [28]
  N. Hellou, M. Srebro-Hooper, L. Favereau, et al., Angew. Chem. Int. Ed. 56 (2017) 8236-8239. doi: 10.1002/anie.201704263
29. [29]
  T. Biet, T. Cauchy, Q. Sun, et al., Chem. Commun. 53 (2017) 9210-9213. doi: 10.1039/C7CC05198K
30. [30]
  G. Fu, Y. He, W. Li, et al., J. Mater. Chem. C7 (2019) 13743-13747. doi: 10.1039/c9tc04792a
31. [31]
  Z. Jiang, J. Wang, T. Gao, et al., ACS Appl. Mater. Interfaces12 (2020) 9520-9527. doi: 10.1021/acsami.9b20568
32. [32]
  G. W. Qian, X. F. Yang, X. B. Wang, et al., Adv. Optical Mater. 8 (2020) 2000775. doi: 10.1002/adom.202000775
33. [33]
  J. Hong, S. Kim, G. Park, et al., Chem. Sci. 7 (2021) 8668-8681. doi: 10.1039/d1sc02095a
34. [34]
  Y. Shen, C.F. Chen, Chem. Rev. 112 (2012) 1463-1535. doi: 10.1021/cr200087r
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