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Synthesis, Crystal Structure and Circular Dichroism Property of a Homochiral Ni-MOF Based on D-Camphorate-Derived Enantiopure Ligand

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Abstract

A homochiral metal-organic framework, [Ni(D-L)(py)2(H2O)2]n (1) [D-H2L = 4,4′-[[(1R,3S)-1,2,2-trimethylcyclopentane-1,3-dicarbonyl]bis-(azanediyl)]dibenzoic acid], has been successfully synthesized based on D-camphorate-derived enantiopure ligand. 1 was characterized by single-crystal X-ray diffraction (SCXRD), powder X-ray diffraction (PXRD), Fourier transform infrared spectral analysis (FTIR), thermogravimetric analysis (TGA) and the circular dichroism (CD) spectrum. The experimental results show that 1 features a homochiral triple helix and is formed a 3D supramolecular framework by supramolecular interactions. In addition, the circular dichroism (CD) spectrum verifies the chirality introduction from the ligand to crystal. The successful preparation of the homochiral Ni-MOF provides more possibilities of employing the chiral ligand to produce various chiral MOFs.

Graphical Abstract

A homochiral Ni(II)-MOF 1 was prepared by using D-camphorate-derived enantiopure ligand under solvothermal condition, in which the chirality of 1 was confirmed by the circular dichroism (CD) spectrum

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Data Availability

CCDC 2272233 contains supplementary crystallographic data for complex 1. The data can be obtained free of charge via http://www.ccdc.cam.ac.Uk/deposit, or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambambridge CB2 1EZ, UK; fax: (+ 44) 1223-336-033; or e-mail: deposit@ccdc.cam.ac.uk

References

  1. Zhang J, Chen S, Zingiryan A, Bu XH (2008) J Am Chem Soc 130:17246–17247. https://doi.org/10.1021/ja8075692

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  2. Seo JS, Whang D, Lee H, Jun SI, Oh J, Jeon YJ, Kim K (2000) Nature 404:982–986. https://doi.org/10.1038/35010088

    Article  CAS  PubMed  Google Scholar 

  3. Gong W, Chen XF, Zhang WQ, Kirlikovali KO, Nan B, Chen ZJ, Si R, Liu Y, Farha OK, Cui Y (2022) J Am Chem Soc 144:3117–3126. https://doi.org/10.1021/jacs.1c12117

    Article  CAS  PubMed  Google Scholar 

  4. Shi PF, Cao CS, Wang CM, Zhao B (2017) Inorg Chem 56:9169–9176. https://doi.org/10.1021/acs.inorgchem.7b01209

    Article  CAS  PubMed  Google Scholar 

  5. Dang DB, Wu PY, He C, Xie Z, Duan CY (2010) J Am Chem Soc 132:14321–14323. https://doi.org/10.1021/ja101208s

    Article  CAS  PubMed  Google Scholar 

  6. Li XL, Li YN, Wang AL, Gao CL, Cui MH, Liu CM, Zhou LM (2023) Dalton Trans 52:2440–2447. https://doi.org/10.1039/D2DT03787D

    Article  CAS  PubMed  Google Scholar 

  7. Xie YR, Wang XS, Zhao H, Zhang J, Weng LH, Duan CY, Xiong RG, You XZ, Xue ZL (2003) Organometallics 22:4396–4398. https://doi.org/10.1021/om034077i

    Article  CAS  Google Scholar 

  8. Qu ZR, Chen ZF, Zhang J, Xiong RG, Abrahams BF, Xue ZL (2003) Organometallics 22:2814–2816. https://doi.org/10.1021/om030134w

    Article  CAS  Google Scholar 

  9. Li SN, Zhou YP, Yan B (2022) Inorg Chem 61:9615–9622. https://doi.org/10.1021/acs.inorgchem.2c00991

    Article  CAS  PubMed  Google Scholar 

  10. Lu YZH, Zhang HC, Chan JY, Ou RW, Zhu HJ, Forsyth M, Marijanovic EM, Doherty CM, Marriott PJ, Banaszak Holl MM, Wang HT (2019) Angew Chem Int Ed 58:16928–16935. https://doi.org/10.1002/anie.201910408

    Article  CAS  Google Scholar 

  11. Das S, Xu S, Ben T, Qiu S (2018) Angew. Chem. Int Ed 57:8629–8633. https://doi.org/10.1002/anie.201804383

    Article  CAS  Google Scholar 

  12. Gong W, Chen ZJ, Dong JQ, Liu Y, Cui Y (2022) Chem Rev 122:9078–9144. https://doi.org/10.1021/acs.chemrev.1c00740

    Article  CAS  PubMed  Google Scholar 

  13. Tay HM, Kyratzis N, Thoonen S, Boer SA, Turner DR, Hua C (2021) Coord Chem Rev 435:213763. https://doi.org/10.1016/j.ccr.2020.213763

    Article  CAS  Google Scholar 

  14. Gu ZG, Zhan CH, Zhang J, Bu XH (2016) Chem Soc Rev 45:3122–3144. https://doi.org/10.1039/C6CS00051G

    Article  CAS  PubMed  Google Scholar 

  15. Wang J, Chen JJ, Xu TY (2019) Solid State Sci 98:106032. https://doi.org/10.1016/j.solidstatesciences.2019.106032

    Article  CAS  Google Scholar 

  16. Cai k, Zhao N, Zhang N, Sun FX, Zhao Q, Zhu GS (2017) Nanomaterials 7:88. https://doi.org/10.3390/nano7040088

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  17. Lei MY, Wang XH, Zhang TJ, Shi Y, Wen JH, Zhang QF (2022) Inorg Chem 61:6764–6772. https://doi.org/10.1021/acs.inorgchem.1c03695

    Article  CAS  PubMed  Google Scholar 

  18. Farwa U, Pait M, Ryu JY, Byun YM, Lee SG, Jeong SH, Singh O, Singh N, Park HR, Lee J (2020) Inorg Chim Acta 511:119798. https://doi.org/10.1016/j.ica.2020.119798

    Article  CAS  Google Scholar 

  19. Feng C, Lv CP, Li ZQ, Zhao H, Huang HH (2018) J Solid State Chem 265:244–247. https://doi.org/10.1016/j.jssc.2018.06.019

    Article  CAS  Google Scholar 

  20. Wijst TVD, Guerra CF, Swart M, Bickelhaupt FM (2006) Chem Phys Lett 426:415–421. https://doi.org/10.1016/j.cplett.2006.06.057

    Article  CAS  Google Scholar 

  21. Cui Y, Ngo HL, Lin WB (2003) Chem Commun 12:1388–1389. https://doi.org/10.1039/B212781D

    Article  Google Scholar 

  22. Ji Y, Yang XL, Ji Z, Zhu LH, Ma N, Chen DJ, Jia XB, Tang JM, Cao YL (2020) ACS Omega 5:8572–8578. https://doi.org/10.1021/acsomega.9b04421

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  23. Gao XT, Chen NN, Cao ML, Shi Y, Zhang QF (2022) Chin J Struct Chem 41:2211110–2211116. https://doi.org/10.14102/j.cnki.0254-5861.2022-0171

    Article  CAS  Google Scholar 

  24. Soininen AJ, Kasemi E, Schluter AD, Ikkala O, Ruokolainen J, Mezzenga R (2010) J Am Chem Soc 132:10882–10890. https://doi.org/10.1021/ja103754d

    Article  CAS  PubMed  Google Scholar 

  25. Bhattacharyya A, Chattopadhyay S (2015) RSC Adv 5:18252–18257. https://doi.org/10.1039/C4RA17334A

    Article  CAS  Google Scholar 

  26. Zhao YW, Wang Y, Zhang XM (2017) ACS Appl Mater Interfaces 9:20991–20999. https://doi.org/10.1021/acsami.7b04640

    Article  CAS  PubMed  Google Scholar 

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (Grant no. 21771096).

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Conceptualization: Mingyuan Lei; synthesis and characterization: Mengying Liu; analysis: Yang Shi; writing-original draft preparation: Mengying Liu; writing-review and editing: Mengying Liu and Mingyuan Lei; supervision and funding acquisition: Qingfu Zhang.

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Correspondence to Mingyuan Lei or Qingfu Zhang.

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Liu, M., Lei, M., Shi, Y. et al. Synthesis, Crystal Structure and Circular Dichroism Property of a Homochiral Ni-MOF Based on D-Camphorate-Derived Enantiopure Ligand. J Chem Crystallogr (2024). https://doi.org/10.1007/s10870-024-01017-2

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