Non-covalent surface modification of metal-macrocycle framework with mono-substituted benzenes

References

• Van Bekkum , H. , Flanigen , E.M. , Jacobs , P.A. and Jansen , J.C. , eds. 2001 . Introduction to Zeolite Science and Practice , Amsterdam : Elsevier .
   Google Scholar
• (a) Desiraju, G.R. Angew. Chem. Int. Ed. 2007, 46, 8342–8356. (b) Dalgarno, S.J.; Thallapally, P.K.; Barbour, L.J.; Atwood, J.L. Chem. Soc. Rev. 2007, 36, 236–245. (c) Hosseini, M.W. Acc. Chem. Res. 2005, 38, 313–323. (d) Jones, J.T.A; Hasell, T.; Wu, X.; Bacsa, J.; Jelfs, K.E.; Schmidtmann, M.; Chong, S.Y.; Adams, D.J.; Trewin, A.; Schiffman, F.; Cora, F.; Slater, B.; Steiner, A.; Day, G.M.; Cooper, A.I. Nature 2011, 474, 367–371. (e) Hong, B.H.; Bae, S.C.; Lee, C.W.; Jeong, S.; Kim, K.S. Science 2001, 294, 348–351. (f) Bezzu, C.G.; Helliwell, M.; Warren, J.E.; Allan, D.R.; McKeon, N.B. Science 2010, 327, 1627–1630. (g) Mauro, M.; Schuermann, K.C.; Prétôt, R.; Hafner, A.; Mercandelli, P.; Sironi, A.; De Cola, L. Angew. Chem. Int. Ed. 2010, 49, 1222–1226
   Google Scholar
• (a) Yaghi, O.M.; O'Keeffe, M.; Ockwig, N.W.; Chae, H.K.; Eddaoudi, M.; Kim, J. Nature 2003, 423, 705–714. (b) Horike, S.; Shimomura, S.; Kitagawa, S. Nat. Chem. 2009, 1, 695–704. (c) Férey, G. Chem. Soc. Rev. 2008, 37, 191–214. (d) Bradshaw, D.; Claridge, J.B.; Cussen, E.J.; Prior, T.J.; Rosseinsky, M.J. Acc. Chem. Res. 2005, 38, 273–282. (e) Inokuma, Y.; Kawano, M.; Fujita, M. Nat. Chem. 2011, 3, 349–358
   Google Scholar
• (a) Sumida, K.; Rogow, D.L.; Mason, J.A.; McDonald, T.M.; Bloch, E.D.; Herm, Z.R.; Bae, T.H.; Long, J.R. Chem. Rev. 2012, 112, 724–781. (b) Suh, M.P.; Park, H.J.; Prasad, T.K.; Lim, D.W. Chem. Rev. 2012, 112, 782–835. (c) Liu, J.; Thallapally, P.K.; McGrail, B.P.; Brown, D.R.; Liu, J. Chem. Soc. Rev. 2012, 41, 2308–2322. (d) Morris, R.E.; Wheatley, P.S. Angew. Chem. Int. Ed. 2008, 47, 4966–4981. (e) Rowsell, J.L.C.; Spencer, E.C.; Eckert, J.; Howard, J.A.K.; Yaghi, O.M. Science 2005, 309, 1350–1354. (f) Kitaura, R.; Kitagawa, S.; Kubota, Y.; Kobayashi, T.C.; Kindo, K.; Mita, Y.; Matsuo, A.; Kobayashi, M.; Chang, H.-C.; Ozawa, T.C.; Suzuki, M.; Sakata, M.; Takata, M. Science 2002, 298, 2358–2361. (g) Férey, G.; Mellot-Draznieks, C.; Serre, C.; Millange, F.; Dutour, J.; Surblé, S.; Margiolaki, I. Science 2005, 309, 2040–2042. (h) Yang, S.; Lin, X.; Blake, A.J.; Walker, G.S.; Hubberstey, P.; Champness, N.R.; Schröder, M. Nat. Chem. 2009, 1, 487–493. (i) Farha, O.K.; Yazaydın, A.Ö.; Eryazici, I,; Malliakas, C.D.; Hauser, B.G.; Kanatzidis, M.G.; Nguyen, S.T.; Snurr, R.Q.; Hupp, J.T. Nat. Chem. 2010, 2, 944–948. (j) Inokuma, Y.; Arai, T.; Fujita, M. Nat. Chem. 2010, 2, 780–783. (k) Zeng, M.-H.; Wang, Q.-X.; Tan, Y.-X.; Hu, S.; Zhao, H.-X.; Long, L.-S.; Kurmoo, M. J. Am. Chem. Soc. 2010, 132, 2561–2563
   Google Scholar
• (a) Li, J.-R.; Sculley, J.; Zhou, H.-C. Chem. Rev. 2012, 112, 869–932. (b) Chen, B.: Liang, C.; Yang, J.; Contreras, D.S.; Clancy, Y.L.; Lobkovsky, E.B.; Yaghi, O.M.; Dai, S. Angew. Chem. Int. Ed. 2006, 45, 1390–1393. (c) Liu, Q.-K.; Ma, J.-P.; Dong, Y.-B. J. Am. Chem. Soc. 2010, 132, 7005–7017. (d) Maes, M.; Vermoortele, F.; Alaerts, L.; Couck, S.; Kirschhock, C.E.A.; Denayer, J.F.M.; De Vos, D.E. J. Am. Chem. Soc. 2010, 132, 15277–15285. (e) Lee, C.Y.; Bae, Y.-S.; Jeong, N.C.; Farha, O.K.; Sarjeant, A.A.; Stern, C.L.; Nickias, P.; Snurr, R.Q.; Hupp, J.T.; Nguyen, S.T. J. Am. Chem. Soc. 2011, 133, 5228–5231. (f) Han, S.; Wei, Y.; Valente, C.; Lagzi, I.; Gassensmith, J.J.; Coskun, A.; Stoddart, J.F.; Grzybowski, B.A. J. Am. Chem. Soc. 2010, 132, 16358–16361
   Google Scholar
• (a) Takashima, Y.; Martínez, V.M.; Furukawa, S.; Kondo, M.; Shimomura, S.; Uehara, H.; Nakahama, M.; Sugimoto, K.; Kitagawa, S. Nat. Commun. 2010, 2, 168. (b) Xie, Z.; Ma, L.; deKrafft, K.E.; Jin, A.; Lin, W. J. Am. Chem. Soc. 2010, 132, 922–923. (c) Stylianou, K.C.; Heck, R.; Chong, S.Y.; Bacsa, J.; Jones, J.T.A.; Khimyak, Y.Z.; Bradshaw, D.; Rosseinsky, M.J. J. Am. Chem. Soc. 2010, 132, 4119–4130. (d) Lu, Z.-Z.; Zhang, R.; Li, Y.-Z.; Guo, Z.-J.; Zheng, H.-G. J. Am. Chem. Soc. 2011, 133, 4172–4174
   Google Scholar
• (a) Ma, L.; Abney, C.; Lin, W. Chem. Soc. Rev. 2009, 38, 1248–1256. (b) Yoon, M.; Srirambalaji, R.; Kim, K. Chem. Rev. 2012, 112, 1196–1231. (c) Lee, J.; Farha, O.K.; Roberts, J.; Scheidt, K.A.; Nguyen, S.T.; Hupp, J.T. Chem. Soc. Rev. 2009, 38, 1450–1459. (d) Ohara, K.; Inokuma, Y.; Fujita, M. Angew. Chem. Int. Ed. 2010, 49, 5507–5509. (e) Horike, S.; Dincâ, M.; Tamaki, K.; Long, J.R. J. Am. Chem. Soc. 2008, 130, 5854–5855
   Google Scholar
• (a) Bureekaew, S.; Horike, S.; Higuchi, M.; Mizuno, M.; Kawamura, T.; Tanaka, D.; Yanai, N.; Kitagawa, S. Nat. Mater. 2009, 8, 831–836. (b) Hurd, J.A.; Vaidhyanathan, R.; Thangadurai, V.; Ratcliffe, C.I.; Moudrakovski, I.L.; Shimizu, G.K.H. Nat. Chem. 2009, 1, 705–710. (c) Ōkawa, H.; Shigematsu, A.; Sadakiyo, M.; Miyagawa, T.; Yoneda, K.; Ohba, M.; Kitagawa, H. J. Am. Chem. Soc. 2009, 131, 13516–13522
   Google Scholar
• (a) Farha, O.K.; Hupp, J.T. Acc. Chem. Res. 2010, 43, 1166–1175. (b) Deng, H.; Doonan, C.J.; Furukawa, H.; Ferreira, R.B.; Towne, J.; Knobler, C.B.; Wang, B.; Yaghi, O.M. Science 2010, 327, 846–850. (c) Fukushima, T.; Horike, S.; Inubushi, Y.; Nakagawa, K.; Kubota, Y.; Takata, M.; Kitagawa, S. Angew. Chem. Int. Ed. 2010, 49, 4820–4824. (d) Farha, O.K.; Shultz, A.M.; Sarjeant, A.A.; Nguyen, S.T.; Hupp, J.T. J. Am. Chem. Soc. 2011, 133, 5652–5655. (e) Oisaki, K.; Li, Q.; Furukawa, H.; Czaja, A.U.; Yaghi, O.M. J. Am. Chem. Soc. 2010, 132, 9262–9264. (f) Shimomura, S.; Higuchi, M.; Matsuda, R.; Yoneda, K.; Hijikata, Y.; Kubota, Y.; Mita, Y.; Kim, J.; Takata, M.; Kitagawa, S. Nat. Chem. 2010, 2, 633–637
   Google Scholar
• (a) Wang, Z.; Cohen, S.M. Chem. Soc. Rev. 2009, 38, 1315–1329. (b) Seo, J.S.; Whang, D.; Lee, H.; Jun, S.I.; Oh, J.; Jeon, Y.J.; Kim, K. Nature 2000, 404, 982–986. (c) Kawamichi, T.; Haneda, T.; Kawano, M.; Fujita, M. Nature 2009, 461, 633–635. (d) Chui, S.S.-Y.; Lo, S.M.-F.; Charmant, J.P.H; Orpen, A.G.; Williams, I.D. Science 1999, 283, 1148–1150. (e) Burnett, B.J.; Barron, P.M.; Hu, C.; Choe, W.J. Am. Chem. Soc. 2011, 133, 9984–9987
   Google Scholar
• (a) Orr, G.W.; Barbour, L.J.; Atwood, J.L. Science 1999, 285, 1049–1052. (b) Ishii, Y.; Takenaka, Y.; Konishi, K. Angew. Chem. Int. Ed. 2004, 43, 2702–2705. (c) Zorzi, R.D.; Guidolin, N.; Randaccio, L.; Purrello, R.; Geremia, S. J. Am. Chem. Soc. 2009, 131, 2487–2489. (d) Kennedy, S.; Karotsis, G.; Beavers, C.M.; Teat, S.J.; Brechin, E.K.; Dalgarno, S.J. Angew. Chem. Int. Ed. 2010, 49, 4205–4208
   Google Scholar
• (a) Fang, X.; Kögerler, P.; Isaacs, L.; Uchida, S.; Mizuno, N. J. Am. Chem. Soc. 2009, 131, 432–433. (b) Kim, H.; Kim, Y.; Yoon, M.; Lim, S.; Park, S.M.; Seo, G.; Kim, K. J. Am. Chem. Soc. 2010, 132, 12200–12202. (c) Bardelang, D.; Udachin, K.A.; Anedda, R.; Moudrakovski, I.; Leek, D.M.; Ripmeester, J.A.; Ratcliffe, C.I. Chem. Commun. 2008, 4927–4929
   Google Scholar
• (a) Li, Q.; Zhang, W.; Miljanić, O.Š.; Sue, C.-H.; Zhao, Y.-L.; Liu, L.; Knobler, C.B.; Stoddart, J.F.; Yaghi, O.M. Science 2009, 325, 855–859. (b) Valente, C.; Choi, E.; Belowich, M.E.; Doonan, C.J.; Li, Q.; Gasa, T.B.; Botros, Y.Y.; Yaghi, O.M.; Stoddart, J.F. Chem. Commun. 2010, 46, 4911–4913
   Google Scholar
• (a) Smaldone, R.A.; Forgan, R.S.; Furukawa, H.; Gassensmith, J.J.; Slawin, A.M.Z.; Yaghi, O.M.; Stoddart, J.F. Angew. Chem. Int. Ed. 2010, 49, 8630–8634. (b) Forgan, R.S.; Smaldone, R.A.; Gassensmith, J.J.; Furukawa, H.; Cordes, D.B.; Li, Q.; Wilmer, C.E.; Botros, Y.Y.; Snurr, R.Q.; Slawin, A.M.Z.; Stoddart, J.F. J. Am. Chem. Soc. 2012, 134, 406–417
   Google Scholar
• (a) Williams, M.E.; Benkstein, K.D.; Abel, C.; Dinolfo, P.H.; Hupp, J.T. Proc. Natl. Acad. Sci. U.S.A. 2002, 99, 5171–5177. (b) Ene, C.D.; Madalan, A.M.; Maxim, C.; Jurca, B.; Avarvari, N.; Andruh, M. J. Am. Chem. Soc. 2009, 131, 4586–4587. (c) Otsubo, K.; Wakabayashi, Y.; Ohara, J.; Yamamoto, S.; Matsuzaki, H.; Okamoto, H.; Nitta, K.; Uruga, T.; Kitagawa, H. Nat. Mater. 2011, 10, 291–295
   Google Scholar
• Tashiro , S. , Kubota , R. and Shionoya , M. 2012 . J. Am. Chem. Soc. , 134 : 2461 – 2464 .
   PubMed Web of Science ®Google Scholar
• Sheldrick , G.M. 1997 . SHELXL-97, Program for refinement of crystal structures , Germany : University of Göttingen .
   Google Scholar
• Spek , A.L. 2001 . PLATON, A Multipurpose Crystallographic Tool , Utrecht, The Netherlands : Utrecht University .
   Google Scholar