Capturing snapshots of post-synthetic metallation chemistry in metal-organic frameworks

Nature Chemistry

Volumn 6, Issue 10, 2014, Pages 906-912

  Bloch, Witold M ^a   Burgun, Alexandre ^a   Coghlan, Campbell J ^a   Lee, Richmond ^b   Coote, Michelle L ^b   Doonan, Christian J ^a   Sumby, Christopher J ^a  

^a UNIVERSITY OF ADELAIDE   (Australia)

^b AUSTRALIAN NATIONAL UNIVERSITY   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84940822472     PISSN: 17554330     EISSN: 17554349     Source Type: Journal    
DOI: 10.1038/nchem.2045     Document Type: Article

References (49)

1. Ooi, L. Principles of X-ray Crystallography (Oxford Univ. Press, 2010).
2. Sheldrick, G. M. A short history of SHELX. Acta Crystallogr. A 64, 112-122 (2008).
3. Inokuma, Y. et al. X-ray analysis on the nanogram to microgram scale using porous complexes. Nature 495, 461-466 (2013);
4. Corrigendum. Nature 501, 262 (2013).
5. Legrand, Y-M. , van der Lee, A. , Barboiu, M. Single-crystal X-ray structure of 1, 3-dimethylcyclobutadiene by confinement in a crystalline matrix. Science 329, 299-302 (2010).
6. Inokuma, Y. , Kawano, M. , Fujita, M. Crystalline molecular flasks. Nature Chem. 3, 349-358 (2011).
7. Kawamichi, T. , Haneda, T. , Kawano, M. , Fujita, M. X-ray observation of a transient hemiaminal trapped in a porous network. Nature 461, 633-635 (2009).
8. Haneda, T. , Kawano, M. , Kawamichi, T. , Fujita, M. Direct observation of the labile imine formation through single-crystal-to-single-crystal reactions in the pores of a porous coordination network. J. Am. Chem. Soc. 130, 1578-1579 (2008).
9. Haneda, T. , Kawano, M. , Kojima, T. , Fujita, M. Thermo-to-photo switching of the chromic behavior of salicylideneanilines via inclusion in a porous coordination network. Angew. Chem. Int. Ed. 46, 6643-6645 (2007).
10. Kawano, M. , Kobayashi, Y. , Ozeki, T. , Fujita M. Direct crystallographic observation of a coordinatively unsaturated transition-metal complex in situ generated within a self-assembled cage. J. Am. Chem. Soc. 128, 6558-6559 (2006).
11. Kohyama, Y. , Murase, T. , Fujita, M. Metal-organic proximity in a synthetic pocket. J. Am. Chem. Soc. 136, 2966-2969 (2014).
12. Zhang, J-P. , Chen, X-M. Optimised acetylene/carbon dioxide sorption in a dynamic porous crystal. J. Am. Chem. Soc. 131, 5516-5521 (2009).
13. Takamizawa, S. et al. Crystal transformation and host molecular motions in CO2 adsorption process of a metal benzoate pyrazine (MI=Rh, Cu). J. Am. Chem. Soc. 132, 3783-3792 (2010).
14. Vaidhyanathan, R. et al. Direct observation and quantification of CO2 binding within an amine-functionalized nanoporous solid. Science 330, 650-653 (2010).
15. Rowsell, J. L. C. , Spenser, E. C. , Eckert, J. , Howard, J. A. K. , Yaghi. O. M. Gas adsorption sites in a large-pore metal-organic framework. Science 309, 1350-1354 (2005).
16. Vinogradova, E. V. , Müller, P. , Buchwald, S. L. Structural reevaluation of the electrophilic hypervalent iodine reagent for trifluoromethylthiolation supported by the crystalline sponge method for X-ray analysis. Angew. Chem. Int. Ed. 126, 3189-3192 (2014).
17. Ikemoto, K. , Inokuma, Y. , Rissanen, K. , Fujita, M. X-ray snapshot observation of palladium-mediated aromatic bromination in a porous complex. J. Am. Chem. Soc. 136, 6892-6895 (2014).
18. Cohen, S. M. Postsynthetic methods for the functionalization of metal-organic frameworks. Chem. Rev. 112, 970-1000 (2012).
19. Evans, J. D. , Sumby, C. J. , Doonan, C. J. Post-synthetic metalation of metal-organic frameworks. Chem. Soc. Rev. 43, 5933-5951 (2014).
20. Bloch, E. D. et al. Metal insertion in a microporous metal organic framework lined with 2, 2?-bipyridine. J. Am. Chem. Soc. 132, 14382-14384 (2010).
21. Bohnsack, A. M. , Ibarra, I. A. , Bakhmutov, V. I. , Lynch, V. M. , Humphrey, S. M. Rational design of porous coordination polymers based on bis (phosphine)MCl2 complexes that exhibit higherature H2 sorption and chemical reactivity. J. Am. Chem. Soc. 135, 16038-16041 (2013).
22. Mulfort, K. L. , Farha, O. K. , Stern, C. L. , Sarjeant, A. A. , Hupp, J. T. Postsynthesis alkoxide formation within metal-organic framework materials: a strategy for incorporating highly coordinatively unsaturated metal ions. J. Am. Chem. Soc. 131, 3866-3868 (2009).
23. Ma, L. , Falkowski, J. M. , Abney, C. , Lin, W. A series of isoreticular chiral metal-organic frameworks as a tunable platform for asymmetric catalysis. Nature Chem. 2, 838-846 (2010).
24. Canivet, J. , Aguado, S. , Schuurman, Y. , Farrusseng, D. MOF-supported selective ethylene dimerization single-site catalysts through one-pot postsynthetic modification. J. Am. Chem. Soc. 135, 4195-4198 (2013).
25. Wu, C-D. , Hu A. , Zhang L. , Lin W. A homochiral porous metal organic framework for highly enantioselective heterogeneous asymmetric catalysis. J. Am. Chem. Soc. 127, 8940-8941 (2005).
26. Dau, P. V. , Kim, M. , Cohen, S. M. Site-selective cyclometalation of a metalorganic framework. Chem. Sci. 4, 601-605 (2013).
27. Jacobs, T. , Clowes, R. , Cooper, A. I. , Hardie, M. J. A chiral, self-catenating and porous metal-organic framework and its post-synthetic metal uptake. Angew. Chem. Int. Ed. 51, 5192-5195 (2012).
28. Cotton, F. A. , Wilkinson, G. Advanced Inorganic Chemistry (Wiley, 1988).
29. Bloch, W. M. , Sumby, C. J. Guest-induced crystal-to-crystal expansion and contraction of a 3-D porous coordination polymer. Chem. Commun. 48, 2534-2536 (2012).
30. Bloch, W. M. , Babarao, R. , Hill, M. R. , Doonan, C. J. , Sumby, C. J. Postsynthetic structural processing in a metal-organic framework material as a mechanism for exceptional CO2/N2 selectivity. J. Am. Chem. Soc. 135, 10441-10448 (2013).
31. Bloch, W. M. , Doonan, C. J. , Sumby, C. J. Using hinged ligands to target structurally flexible copper(II) MOFs. Cryst Eng Comm 15, 9663-9671 (2013).
32. Keene, T. D. et al. Solvent-modified dynamic porosity in chiral 3D kagome frameworks. Dalton Trans. 42, 7871-7879 (2013).
33. Pettinari, C. , Santini, C. , Leonesi, D. , Cecchi, P. Synthesis and characterization of some zinc, cadmium and mercury(II) derivatives of bis(4-methylpyrazol-1-yl) alkanes. Polyhedron 13, 1553-1562 (1994).
34. Trofimenko, S. Coordination chemistry of pyrazole-derived ligands. Chem. Rev. 72, 497-509 (1972).
35. Shultz, A. M. , Sarjeant, A. A. , Farha, O. K. , Hupp, J. T. , Nguyen, S. T. Postsynthesis modification of a metal-organic framework to form metallosalencontaining MOF materials. J. Am. Chem. Soc. 133, 13252-13255 (2011).
36. Morris, W. et al. Synthesis, structure, and metalation of two new highly porous zirconium metal-organic frameworks. Inorg. Chem. 51, 6443-6445 (2012).
37. Teuma, E. et al. Tandem carbonylation reactions: hydroformylation and hydroaminomethylation of alkenes catalyzed by cationic [(H2C(3, 5-Me2pz)2)Rh (CO)L]+ complexes. Organometallics 22, 5261-5267 (2003).
38. Oro, L. A. et al. Rhodium(I) complexes with bis(pyrazolyl)methane crystal structure of [Rh(COD)(CH2(Pz)2)]ClO4•/C2H4Cl2. J. Organomet. Chem. 276, 79-97 (1984).
39. Ellis, P. R. et al. Oxidative addition of alkyl halides to rhodium(I) and iridium(I) dicarbonyl diiodides: key reactions in the catalytic carbonylation of alcohols. Organometallics 13, 3215-3226 (1994).
40. Nguyen, D. H. et al. Reductive elimination of anhydrides from anionic iodo acetyl carboxylato rhodium complexes. Eur. J. Inorg. Chem. 2014, 326-336 (2014).
41. Conifer, C. M. et al. Dicarbonylrhodium(I) complexes of bipyridine ligands with proximate H-bonding substituents and their application in methyl acetate carbonylation. Eur. J. Inorg. Chem. 2011, 3511-3522 (2011).
42. Montag, M. et al. CO-induced methyl migration in a rhodium thiophosphoryl pincer complex and its comparison with phosphine-based complexes: the divergent effects of S and P donor ligands. Organometallics 32, 7163-7180 (2013).
43. Peverati, R. , Truhlar, D. G. M11-L: a local density functional that provides improved accuracy for electronic structure calculations in chemistry and physics. J. Phys. Chem. Lett. 3, 117-124 (2012).
44. Lee, K. et al. Design of a metal-organic framework with enhanced back bonding for separation of N2 and CH4. J. Am. Chem. Soc. 136, 698-704 (2013).
45. Feliz, M. , Freixa, Z. , van Leeuwen, P. W. N. M. , Bo, C. Revisiting the methyl iodide oxidative addition to rhodium complexes: a DFT study of the activation parameters. Organometallics 24, 5718-5723 (2005).
46. Ingleson, M. J. , Barrio, J. P. , Guilbaud, J-P. , Khimyak, Y. Z. , Rosseinsky, M. J. Framework functionalisation triggers metal binding. Chem. Commun. 2680-2682 (2008).
47. Sheldrick, G. M. Phase annealing in SHELX-90: direct methods for larger structures. Acta Crystallogr. A 46, 467-473 (1990).
48. Sheldrick, G. M. SHELXL-97 (University of Göttingen, 1997).
49. Barbour, L. J. A software tool for supramolecular crystallography. J. Supramol. Chem. 1, 189-191 (2001).