Abstract
As a rising type of precisely molecular nanoobjects, porous molecular cages, including covalent organic cages (COCs) and metal organic cages (MOCs), have attracted much more attention. It is fascinating to construct well-defined cage hybrids combining COCs and MOCs to further rich their types, properties, and applications. However, it is a big challenge due to the isotropy of the porous molecular cages. In this article, an anisotropic COC ligand based on aryl ether bonds and bearing one isophthalate moiety has been designed and synthesized. Then planet-satellite cage hybrids (PSCHs), MOC@COCs, have been constructed through the coordination of the anisotropic COC ligand and copper ions with or without the help of extra dicarboxylic ligands in an almost quantitative manner for the first time. Three PSCHs with one different topological MOC (heteroleptic bipolar, distorted cuboctahedral or homoleptic cuboctahedral) as the planet and different numbers of COCs (6, 12 or 24) as satellites are obtained. The structural and thermal properties of these PSCHs have also been studied. The obtained PSCHs exhibit discrete, uniform and stable structures, good solubility and strong film-forming property.
References
Segawa Y, Ito H, Itami K. Nat Rev Mater, 2016, 1: 15002
Guo QH, Qiu Y, Wang MX, Fraser Stoddart J. Nat Chem, 2021, 13: 402–419
Astruc D, Boisselier E, Ornelas C. Chem Rev, 2010, 110: 1857–1959
Bronstein LM, Shifrina ZB. Chem Rev, 2011, 111: 5301–5344
Jena P, Sun Q. Chem Rev, 2018, 118: 5755–5870
Kang X, Li Y, Zhu M, Jin R. Chem Soc Rev, 2020, 49: 6443–6514
Khatun E, Pradeep T. ACS Omega, 2021, 6: 1–16
Zhang G, Mastalerz M. Chem Soc Rev, 2014, 43: 1934–1947
Hasell T, Cooper AI. Nat Rev Mater, 2016, 1: 16053
Mastalerz M. Acc Chem Res, 2018, 51: 2411–2422
Vardhan H, Yusubov M, Verpoort F. Coord Chem Rev, 2016, 306: 171–194
Lee S, Jeong H, Nam D, Lah MS, Choe W. Chem Soc Rev, 2021, 50: 528–555
Zhang D, Ronson TK, Zou YQ, Nitschke JR. Nat Rev Chem, 2021, 5: 168–182
Koo J, Kim I, Kim Y, Cho D, Hwang IC, Mukhopadhyay RD, Song H, Ko YH, Dhamija A, Lee H, Hwang W, Kim S, Baik MH, Kim K. Chem, 2020, 6: 3374–3384
Fujita D, Ueda Y, Sato S, Mizuno N, Kumasaka T, Fujita M. Nature, 2016, 540: 563–566
Frank M, Johnstone MD, Clever GH. Chem Eur J, 2016, 22: 14104–14125
Greenaway RL, Santolini V, Szczypiński FT, Bennison MJ, Little MA, Marsh A, Jelfs KE, Cooper AI. Chem Eur J, 2020, 26: 3718–3722
Yu C, Yang Y, Wang Y. New J Chem, 2021, 45: 22049–22052
Ma JX, Li J, Chen YF, Ning R, Ao YF, Liu JM, Sun J, Wang DX, Wang QQ. J Am Chem Soc, 2019, 141: 3843–3848
Shan Z, Wu X, Xu B, Hong YL, Wu M, Wang Y, Nishiyama Y, Zhu J, Horike S, Kitagawa S, Zhang G. J Am Chem Soc, 2020, 142: 21279–21284
Zhu Q, Wang X, Clowes R, Cui P, Chen L, Little MA, Cooper AI. J Am Chem Soc, 2020, 142: 16842–16848
Ji C, Su K, Wang W, Chang J, El-Sayed ESM, Zhang L, Yuan D. CCS Chem, 2021, 3: 3094–3104
Perry IV JJ, Perman JA, Zaworotko MJ. Chem Soc Rev, 2009, 38: 1400–1417
Chen L, Chen Q, Wu M, Jiang F, Hong M. Acc Chem Res, 2015, 48: 201–210
Grancha T, Carné-Sánchez A, Zarekarizi F, Hernández-López L, Albalad J, Khobotov A, Guillerm V, Morsali A, Juanhuix J, Gándara F, Imaz I, Maspoch D. Angew Chem Int Ed, 2021, 60: 5729–5733
Carne-Sanchez A, Craig GA, Larpent P, et al. Nat Commun, 2018, 9: 2506
Giri A, Sahoo A, Dutta TK, Patra A. ACS Omega, 2020, 5: 28413–28424
Foster JA, Parker RM, Belenguer AM, Kishi N, Sutton S, Abell C, Nitschke JR. J Am Chem Soc, 2015, 137: 9722–9729
Jahović I, Zou YQ, Adorinni S, Nitschke JR, Marchesan S. Matter, 2021, 4: 2123–2140
Sun QF, Murase T, Sato S, Fujita M. Angew Chem Int Ed, 2011, 50: 10318–10321
Bhat IA, Samanta D, Mukherjee PS. J Am Chem Soc, 2015, 137: 9497–9502
Sun B, Wang M, Lou Z, Huang M, Xu C, Li X, Chen LJ, Yu Y, Davis GL, Xu B, Yang HB, Li X. J Am Chem Soc, 2015, 137: 1556–1564
Yin JF, Zheng Z, Yang J, Liu Y, Cai L, Guo QY, Li M, Li X, Sun TL, Liu GX, Huang C, Cheng SZD, Russell TP, Yin P. Angew Chem Int Ed, 2021, 60: 4894–4900
Wang DX, Wang QQ, Han Y, Wang Y, Huang ZT, Wang MX. Chem Eur J, 2010, 16: 13053–13057
Wang QQ, Luo N, Wang XD, Ao YF, Chen YF, Liu JM, Su CY, Wang DX, Wang MX. J Am Chem Soc, 2017, 139: 635–638
Li JR, Yakovenko AA, Lu W, Timmons DJ, Zhuang W, Yuan D, Zhou HC. J Am Chem Soc, 2010, 132: 17599–17610
Ahmad N, Chughtai AH, Younus HA, Verpoort F. Coord Chem Rev, 2014, 280: 1–27
Hosono N, Kitagawa S. Acc Chem Res, 2018, 51: 2437–2446
Li JR, Zhou HC. Nat Chem, 2010, 2: 893–898
Zhang D, Ronson TK, Nitschke JR. Acc Chem Res, 2018, 51: 2423–2436
Yu H, Li J, Shan C, Lu T, Jiang X, Shi J, Wojtas L, Zhang H, Wang M. Angew Chem Int Ed, 2021, 60: 26523–26527
Hosono N, Gochomori M, Matsuda R, Sato H, Kitagawa S. Am Chem Soc, 2016, 138: 6525–6531
Hosono N, Omoto K, Kitagawa S. Chem Commun, 2017, 53: 8180–8183
Eddaoudi M, Kim J, Wachter JB, Chae HK, O’Keeffe M, Yaghi OM. J Am Chem Soc, 2001, 123: 4368–4369
Acknowledgements
This work was supported by the National Natural Science Foundation of China (21805130). The authors thank the support from Instrumental Analysis Center of Shanghai Jiao Tong University.
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Supporting information The supporting information is available online at http://chem.scichina.com and http://link.springer.com/journal/11426. The supporting materials are published as submitted, without typesetting or editing. The responsibility for scientific accuracy and content remains entirely with the authors.
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Yu, C., Yang, P., Zhu, X. et al. Planet-satellite cage hybrids: covalent organic cages encircling metal organic cage. Sci. China Chem. 65, 858–862 (2022). https://doi.org/10.1007/s11426-022-1211-5
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DOI: https://doi.org/10.1007/s11426-022-1211-5