10.1002/anie.201905027
Angewandte Chemie International Edition
COMMUNICATION
[7] (a) Wu, J.; Wang, X.; Wang, Q.; Lou, Z.; Li, S.; Zhu, Y.; Qin, L.; Wei, H.,
Chem. Soc. Rev. 2019, 48, 1004-1076; (b) Huang, Y.; Ren, J.; Qu, X., Chem.
Rev. 2019, 119, 4357-4412.
of all ‘symmetrical’ macrocycles. In this context, we will focus not
only on the negatively charged macrocycles, e.g. based on the
pillar[n]arene core,[18] but also cationic ones, e.g.
pillar[n]pyridiniums synthesized by us recently.[19] Finally,
capitalizing on the fact that most enzyme mimics, e.g.
nanoparticles,[20] have multiple active sites, we will explore the
possibility of creating chemical networks where many parallel
reactions are governed over the same time scale.
[8] (a) Assaf, K. I.; Nau, W. M., Chem. Soc. Rev. 2015, 44, 394-418; (b)
Pemberton, B. C.; Raghunathan, R.; Volla, S.; Sivaguru, J., Chem. Eur. J.
2012, 18, 12178-12190; (c) Zheng, L.; Sonzini, S.; Ambarwati, M.; Rosta, E.;
Scherman, O. A.; Herrmann, A., Angew. Chem. Int. Ed. 2015, 54, 13007-
13011; Angew. Chem. 2015, 127, 13199-13203; (d) Palma, A.; Artelsmair, M.;
Wu, G.; Lu, X.; Barrow, S. J.; Uddin, N.; Rosta, E.; Masson, E.; Scherman, O.
A., Angew. Chem. Int. Ed. 2017, 56, 15688-15692; Angew. Chem. 2017, 129,
15894-15898.
[9] (a) Tian, F.; Jiao, D.; Biedermann, F.; Scherman, O. A., Nat. Commun.
2012, 3, 1207; (b) Cheng, H.-B.; Zhang, Y.-M.; Xu, C.; Liu, Y., Sci. Rep. 2014,
4, 4210; (c) Baroncini, M.; Gao, C.; Carboni, V.; Credi, A.; Previtera, E.;
Semeraro, M.; Venturi, M.; Silvi, S., Chem. Eur. J. 2014, 20, 10737-10744; (d)
Wu, J.; Isaacs, L., Chem. Eur. J. 2009, 15, 11675-11680; (e) Wang, W.;
Wang, X.; Cao, J.; Liu, J.; Qi, B.; Zhou, X.; Zhang, S.; Gabel, D.; Nau, W. M.;
Assaf, K. I.; Zhang, H., Chem. Commun. 2018, 54, 2098-2101; (f) Huang, H.;
Juan, A.; Katsonis, N.; Huskens, J., Tetrahedron 2017, 73, 4913-4917.
[10] Mutlu, H.; Geiselhart, C. M.; Barner-Kowollik, C., Mater. Horiz. 2018, 5,
162-183.
Acknowledgements
This work was financed by the National Science Centre of
Poland (grant OPUS 12 no. 2016/23/B/ST5/02937).
[11] Barrow, S. J.; Kasera, S.; Rowland, M. J.; del Barrio, J.; Scherman, O.
A., Chem. Rev. 2015, 115, 12320-12406.
[12] (a) Sashuk, V.; Butkiewicz, H.; Fialkowski, M.; Danylyuk, O., Chem.
Commun. 2016, 52, 4191-4194; (b) Klöck, C.; Dsouza, R. N.; Nau, W. M., Org.
Lett. 2009, 11, 2595-2598.
Keywords: cucurbit[7]uril • supramolecular catalysis •
chemoselectivity • reaction switching • host-guest systems
[13] Kalia, J.; Raines, R. T., Angew. Chem. Int. Ed. 2008, 47, 7523-7526;
Angew. Chem. 2008, 120, 7633-7636.
[1] (a) Pauling, L., Chem. Eng. News 1946, 24, 1375-1377; (b) Pauling, L.,
Nature 1948, 161, 707.
[2] (a) Vögeli, B.; Erb, T. J., Curr. Opin. Chem. Biol. 2018, 47, 94-100; (b)
Rétey, J., Angew. Chem. Int. Ed. 1990, 29, 355-361; Angew. Chem. 1990,
102, 373-379.
[3] (a) Kuah, E.; Toh, S.; Yee, J.; Ma, Q.; Gao, Z., Chem. Eur. J. 2016, 22,
8404-8430; (b) Raynal, M.; Ballester, P.; Vidal-Ferran, A.; van Leeuwen, P. W.
N. M., Chem. Soc. Rev. 2014, 43, 1734-1787.
[4] (a) Breslow, R.; Dong, S. D., Chem. Rev. 1998, 98, 1997-2012; (b)
Yilmaz, M.; Sayin, S., Calixarenes in Organo and Biomimetic Catalysis. In
Calixarenes and Beyond, Neri, P.; Sessler, J. L.; Wang, M.-X., Eds. Springer
International Publishing: Cham, 2016; pp 719-742.
[5] (a) Brown, C. J.; Toste, F. D.; Bergman, R. G.; Raymond, K. N., Chem.
Rev. 2015, 115, 3012-3035; (b) Zarra, S.; Wood, D. M.; Roberts, D. A.;
Nitschke, J. R., Chem. Soc. Rev. 2015, 44, 419-432.
[6] (a) Zhang, Q.; Catti, L.; Tiefenbacher, K., Acc. Chem. Res. 2018, 51,
2107-2114; (b) Zhu, Y.; Rebek Jr, J.; Yu, Y., Chem. Commun. 2019, 55, 3573-
3577.
[14] (a) Scorsin, L.; Roehrs, J. A.; Campedelli, R. R.; Caramori, G. F.;
Ortolan, A. O.; Parreira, R. L. T.; Fiedler, H. D.; Acuña, A.; García-Río, L.;
Nome, F., ACS Catalysis 2018, 8, 12067-12079; (b) Basilio, N.; García-Río, L.;
Moreira, J. A.; Pessêgo, M., J. Org. Chem. 2010, 75, 848-855; (c) Gong, W.;
Ma, J.; Zhao, Z.; Gao, F.; Liang, F.; Zhang, H.; Liu, S., J. Org. Chem. 2017,
82, 3298-3301.
[15] Macartney, D. H., Isr. J. Chem. 2018, 58, 230-243.
[16] Cong, H.; Li, C.-R.; Xue, S.-F.; Tao, Z.; Zhu, Q.-J.; Wei, G., Org.
Biomol. Chem. 2011, 9 (4), 1041-1046.
[17] Senler, S.; Cheng, B.; Kaifer, A. E., Org. Lett. 2014, 16, 5834-5837.
[18] Ogoshi, T.; Kanai, S.; Fujinami, S.; Yamagishi, T.-a.; Nakamoto, Y., J.
Am. Chem. Soc. 2008, 130, 5022-5023.
[19] (a) Kosiorek, S.; Rosa, B.; Boinski, T.; Butkiewicz, H.; Szymanski, M.
P.; Danylyuk, O.; Szumna, A.; Sashuk, V., Chem. Commun. 2017, 53, 13320-
13323; (b) Kosiorek, S.; Butkiewicz, H.; Danylyuk, O.; Sashuk, V., Chem.
Commun. 2018, 54, 6316-6319.
[20] Szewczyk, M.; Sobczak, G.; Sashuk, V., ACS Catalysis 2018, 8, 2810-
2814.
This article is protected by copyright. All rights reserved.