Porous organic cages

Nature Materials

Volumn 8, Issue 12, 2009, Pages 973-978

  Tozawa, Tomokazu ^a,b   Jones, James T A ^a   Swamy, Shashikala I ^a   Jiang, Shan ^a   Adams, Dave J ^a   Shakespeare, Stephen ^a   Clowes, Rob ^a   Bradshaw, Darren ^a   Hasell, Tom ^a   Chong, Samantha Y ^a   Tang, Chiu ^c   Thompson, Stephen ^c   Parker, Julia ^c   Trewin, Abbie ^a   Bacsa, John ^a   Slawin, Alexandra M Z ^d   Steiner, Alexander ^a   Cooper, Andrew I ^a  

^a UNIVERSITY OF LIVERPOOL   (United Kingdom)

^b KANEKA CORPORATION   (Japan)

^c DIAMOND LIGHT SOURCE LTD   (United Kingdom)

^d UNIVERSITY OF ST ANDREWS   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

MODULAR CONSTRUCTION; POROUS MATERIALS; SELF ASSEMBLY;

BRUNAUER-EMMETT-TELLER SURFACE AREAS; CAGE STRUCTURES; CHEMICAL FUNCTIONALITY; COVALENTLY BONDED; DESIGN PRINCIPLES; MOLECULAR PORES; MOLECULAR SEPARATION; THREE DIMENSIONAL CONNECTIVITY;

MICROPOROUS MATERIALS;

EID: 70549107963     PISSN: 14761122     EISSN: 14764660     Source Type: Journal    
DOI: 10.1038/nmat2545     Document Type: Article

References (39)

1. Barbour, L. J. Crystal porosity and the burden of proof. Chem. Commun. 1163-1168 (2006).
2. Cheetham, A. K., Férey, G. & Loiseau, T. Open-framework inorganic materials. Angew. Chem. Int. Ed. 38, 3268-3292 (1999).
3. Kitagawa, S., Kitaura, R. & Noro, S. Functional porous coordination polymers. Angew. Chem. Int. Ed. 43, 2334-2375 (2004).
4. Côté, A. P. et al. Porous, crystalline, covalent organic frameworks. Science 310, 1166-1170 (2005).
5. Atwood, J. L., Barbour, L. J. & Jerga, A. Storage of methane and freon by interstitial van der Waals confinement. Science 296, 2367-2368 (2002).
6. Thallapally, P. K. et al. Carbon dioxide capture in a self-assembled organic nanochannels. Chem. Mater. 19, 3355-3357 (2007).
7. Thallapally, P. K. et al. Gas-induced transformation and expansion of a non-porous organic solid. Nature Mater. 7, 146-150 (2008).
8. Langley, P. J. & Hulliger, J. Nanoporous and mesoporous organic structures: New openings for materials research. Chem. Soc. Rev. 28, 279-291 (1999).
9. Sozzani, P., Bracco, S., Comotti, A., Ferretti, L. & Simonutti, R. Methane and carbon dioxide storage in a porous van der Waals crystal. Angew. Chem. Int. Ed. 44, 1816-1820 (2005).
10. Barrer, R. M. & Shanson, V. H. Dianin?s compound as a zeolitic sorbent. J. Chem. Soc. Chem. Commun. 333-334 (1976).
11. Lim, S. et al. Cucurbit[6]uril: Organic molecular porous material with permanent porosity, exceptional stability, and acetylene sorption properties. Angew. Chem. Int. Ed. 47, 3352-3355 (2008).
12. Comotti, A., Bracco, S., Distefano, G. & Sozzani, P. Methane, carbon dioxide and hydrogen storage in nanoporous dipeptide-based materials. Chem. Commun. 284-286 (2009).
13. Sudik, A. C. et al. Design, synthesis, structure, and gas (N2, Ar, CO2, CH4, and H2) sorption properties of porous metal-organic tetrahedral and heterocuboidal polyhedra. J. Am. Chem. Soc. 127, 7110-7118 (2005).
14. Fujita, M. et al. Molecular paneling via coordination. Chem. Commun. 509-518 (2001).
15. Budd, P. M. et al. Polymers of intrinsic microporosity (PIMs): Robust, solution-processable, organic nanoporous materials. Chem. Commun. 230-231 (2004).
16. Bradshaw, D. et al. Design, chirality, and flexibility in nanoporous molecule-based materials. Acc. Chem. Res. 38, 273-282 (2005).
17. El-Kaderi, H. M. et al. Designed synthesis of 3D covalent organic frameworks. Science 316, 268-272 (2007).
18. Kuhn, P., Antonietti, M. & Thomas, A. Porous, covalent triazine-based frameworks prepared by ionothermal synthesis. Angew. Chem. Int. Ed. 47, 3450-3453 (2008).
19. Conway, J. H. & Torquato, S. Packing, tiling, and covering with tetrahedra. Proc. Natl Acad. Sci. USA 103, 10612-10617 (2006).
20. MacGillivray, L. R. & Atwood, J. L. Structural classification and general principles for the design of spherical molecular hosts. Angew. Chem. Int. Ed. 38, 1019-1034 (1999).
21. Furutani, Y. et al. In situ spectroscopic, electrochemical, and theoretical studies of the photoinduced host-guest electron transfer that precedes unusual host-mediated alkane photooxidation. J. Am. Chem. Soc. 131, 4764-4768 (2009).
22. Liu, X. J., Liu, Y., Li, G. &Warmuth, R. One-pot, 18-component synthesis of an octahedral nanocontainer molecule. Angew. Chem. Int. Ed. 45, 901-904 (2006).
23. Mastalerz, M. One-pot synthesis of a shape-persistent endo-functionalised nano-sized adamantoid compound. Chem. Commun. 4756-4758 (2008).
24. Skowronek, P. & Gawronski, J. Chiral iminospherand of a tetrahedral symmetry spontaneously assembled in a [6 + 4] cycloaddition. Org. Lett. 10, 4755-4758 (2008).
25. Mecozzi, S. & Rebek, J. The 55% solution: A formula for molecular recognition in the liquid state. Chem. Eur. J. 4, 1016-1022 (1998).
26. Graf, E. & Lehn, J. M. Synthesis and cryptate complexes of a spheroidal macrotricyclic ligand with octahedrotetrahedral coordination. J. Am. Chem. Soc. 97, 5022-5024 (1975).
27. Stang, P. J., Olenyuk, B., Muddiman, D. C. & Smith, R. D. Transition-metal-mediated rational design and self-assembly of chiral, nanoscale supramolecular polyhedra with unique T symmetry. Organometallics 16, 3094-3096 (1997). (Pubitemid 127567844)
28. Fiedler, D. et al Selective molecular recognition, C-H bond activation, and catalysis in nanoscale reaction vessels. Acc. Chem. Res. 38, 349-358 (2005).
29. Ajami, D. & Rebek, J. Gas behaviour in self-assembled capsules. Angew. Chem. Int. Ed. 47, 6059-6061 (2008).
30. Iyer, K. S., Norret, M., Dalgarno, S. J., Atwood, J. L. & Raston, C. L. Loading molecular hydrogen cargo within viruslike nanocontainers. Angew. Chem. Int. Ed. 47, 6362-6366 (2008).
31. Soldatov, D. V. et al a-and /3-bis(1,1,1-trifluoro-5,5-dimethyl-5- methoxyacetylacetonato)copper(II): Transforming the dense polymorph into a versatile new microporous framework. J. Am. Chem. Soc. 121, 4179-4188 (1999).
32. Soldatov, D.V. & Ripmeester, J. A. Inclusion in microporous bis(1,1,1-trifluoro-5,5-dimethyl-5-methoxyacetylacetonato)copper(II), an organic zeolite mimic. Chem. Mater. 12, 1827-1839 (2000).
33. Lin, X. et al High H2 adsorption by coordination-framework materials. Angew. Chem. Int. Ed. 45, 7358-7364 (2006).
34. Weber, J., Antonietti, M. & Thomas, A. Microporous networks of high-performance polymers: Elastic deformations and gas sorption properties. Macromolecules 41, 2880-2885 (2008).
35. Atwood, J. L., Barbour, L. J., Jerga, A. & Schottel, B. L. Guest transport in a nonporous organic solid via dynamic van der Waals cooperativity. Science 298, 1000-1002 (2002).
36. Banerjee, R. et al Control of pore size and functionality in isoreticular zeolitic imidazolate frameworks and their carbon dioxide selective capture properties. J. Am. Chem. Soc. 131, 3875-3877 (2009).
37. Tian, J., Thallapally, P. K., Dalgarno, S. J., McGrail, P. B. & Atwood, J. L. Amorphous molecular organic solids for gas adsorption. Angew. Chem. Int. Ed. 48, 5492-5495 (2009).
38. O?Reilly, N., Giri, N. & James, S. L. Porous liquids. Chem. Eur. J. 13, 3020-3025 (2007).
39. Zhang, J.-X., Zheng, Y.-P., Yu, P.-Y., Mo, S. & Wang, R.-M. Modified carbon nanotubes with liquid-like behaviour at45?C. Carbon 47, 2776-2781 (2009).