Conceptual Advances from Werner Complexes to Metal–Organic Frameworks

Diercks, Christian S.; Kalmutzki, Markus J.; Diercks, Nicolas J.; Yaghi, Omar M.

doi:10.1021/acscentsci.8b00677

Title: Conceptual Advances from Werner Complexes to Metal–Organic Frameworks

Journal Article · 21 October 2018 · ACS Central Science

DOI: https://doi.org/10.1021/acscentsci.8b00677 · OSTI ID:1571941

^[1]; Kalmutzki, Markus J. ^[1]; Diercks, Nicolas J. ^[1];

^[1]

Univ. of California, Berkeley, CA (United States). Dept. of Chemistry; Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States). Materials Sciences Division; Kavli Energy NanoSciences Inst., Berkeley, CA (United States); Berkeley Global Science Inst., Berkeley, CA (United States)

Alfred Werner's work on the geometric aspects of how ligands bind to metal ions at the end of the 19th century has given rise, in the molecular realm, to organometallic, bioinorganic, and cluster chemistries. By stitching together organic and inorganic units into crystalline porous metal-organic frameworks (MOFs), the connectivity, spatial arrangement, and geometry of those molecular complexes can now be fixed in space and become directly addressable. The fact that MOFs are porous provides additional space within which molecules can further be transformed and their chemistry controlled. Finally, an aspect not available in molecular chemistry but a direct consequence of Werner's analysis of coordination complexes is the ability to have multivariable functionality in MOFs to bring about a continuum of chemical environments, within the repeating order of the framework, from which a substrate can sample and be transformed in ways not possible in molecular complex chemistry.

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Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC)

Grant/Contract Number:: AC02-05CH11231

OSTI ID:: 1571941

Journal Information:: ACS Central Science, Journal Name: ACS Central Science Journal Issue: 11 Vol. 4; ISSN 2374-7943

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

References (65)

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Zur Konstitution der Kobalt-, Chrom- und Rhodiumbasen. V Jörgensen, S. M. Zeitschrift für anorganische Chemie, Vol. 5, Issue 1 https://doi.org/10.1002/zaac.18940050119	journal	January 1894
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Verbindungen von Kohlenwasserstoffen mit Metallsalzen Hofmann, K. A.; Küspert, F. Zeitschrift für anorganische Chemie, Vol. 15, Issue 1 https://doi.org/10.1002/zaac.18970150118	journal	January 1897
Zur Kristallstruktur der Di-cyclopentadienyl-verbindungen des zweiwertigen Eisens, Kobalts und Nickels Pfab, W.; Fischer, E. O. Zeitschrift f�r anorganische und allgemeine Chemie, Vol. 274, Issue 6 https://doi.org/10.1002/zaac.19532740603	journal	December 1953
Synthesis and Characterization of Metal–Organic Framework-74 Containing 2, 4, 6, 8, and 10 Different Metals Wang, Lisa J.; Deng, Hexiang; Furukawa, Hiroyasu Inorganic Chemistry, Vol. 53, Issue 12, p. 5881-5883 https://doi.org/10.1021/ic500434a	journal	May 2014
MOF Functionalization via Solvent-Assisted Ligand Incorporation: Phosphonates vs Carboxylates Deria, Pravas; Bury, Wojciech; Hod, Idan Inorganic Chemistry, Vol. 54, Issue 5 https://doi.org/10.1021/ic502639v	journal	February 2015
Cu₂(ATC)·6H₂O: Design of Open Metal Sites in Porous Metal−Organic Crystals (ATC: 1,3,5,7-Adamantane Tetracarboxylate) Chen, Banglin; Eddaoudi, M.; Reineke, T. M. Journal of the American Chemical Society, Vol. 122, Issue 46, p. 11559-11560 https://doi.org/10.1021/ja003159k	journal	November 2000
Polyoxomolybdate-hydrocarbon interactions. Synthesis and structure of the CH2Mo4O15H3- anion and related methylenedioxymolybdates Day, V. W.; Fredrich, M. F.; Klemperer, W. G. Journal of the American Chemical Society, Vol. 101, Issue 2 https://doi.org/10.1021/ja00496a042	journal	January 1979
The Structure of iron Bis-Cyclopentadienyl Wilkinson, Geoffrey; Rosenblum, M.; Whiting, M. C. Journal of the American Chemical Society, Vol. 74, Issue 8 https://doi.org/10.1021/ja01128a527	journal	April 1952
Ti ³⁺ -, V ^2+/3+ -, Cr ^2+/3+ -, Mn ²⁺ -, and Fe ²⁺ -Substituted MOF-5 and Redox Reactivity in Cr- and Fe-MOF-5 Brozek, Carl K.; Dincă, Mircea Journal of the American Chemical Society, Vol. 135, Issue 34 https://doi.org/10.1021/ja4064475	journal	August 2013
Perfluoroalkane Functionalization of NU-1000 via Solvent-Assisted Ligand Incorporation: Synthesis and CO₂ Adsorption Studies Deria, Pravas; Mondloch, Joseph E.; Tylianakis, Emmanuel Journal of the American Chemical Society, Vol. 135, Issue 45, p. 16801-16804 https://doi.org/10.1021/ja408959g	journal	October 2013
Establishing Microporosity in Open Metal−Organic Frameworks: Gas Sorption Isotherms for Zn(BDC) (BDC = 1,4-Benzenedicarboxylate) Li, Hailian; Eddaoudi, Mohamed; Groy, Thomas L. Journal of the American Chemical Society, Vol. 120, Issue 33, p. 8571-8572 https://doi.org/10.1021/ja981669x	journal	August 1998
Seven Post-synthetic Covalent Reactions in Tandem Leading to Enzyme-like Complexity within Metal–Organic Framework Crystals Fracaroli, Alejandro M.; Siman, Peter; Nagib, David A. Journal of the American Chemical Society, Vol. 138, Issue 27 https://doi.org/10.1021/jacs.6b04204	journal	June 2016
Deciphering the Spatial Arrangement of Metals and Correlation to Reactivity in Multivariate Metal–Organic Frameworks Liu, Qi; Cong, Hengjiang; Deng, Hexiang Journal of the American Chemical Society, Vol. 138, Issue 42 https://doi.org/10.1021/jacs.6b08724	journal	October 2016
Multivariate Metal–Organic Frameworks for Dialing-in the Binding and Programming the Release of Drug Molecules Dong, Zhiyue; Sun, Yangzesheng; Chu, Jun Journal of the American Chemical Society, Vol. 139, Issue 40 https://doi.org/10.1021/jacs.7b07392	journal	September 2017
Selective binding and removal of guests in a microporous metal–organic framework Yaghi, O. M.; Li, Guangming; Li, Hailian Nature, Vol. 378, Issue 6558, p. 703-706 https://doi.org/10.1038/378703a0	journal	December 1995
Design and synthesis of an exceptionally stable and highly porous metal-organic framework Li, Hailian; Eddaoudi, Mohamed; M., O'Keeffe Nature, Vol. 402, Issue 6759, p. 276-279 https://doi.org/10.1038/46248	journal	November 1999
Reticular synthesis and the design of new materials Yaghi, Omar M.; O'Keeffe, Michael; Ockwig, Nathan W. Nature, Vol. 423, Issue 6941, p. 705-714 https://doi.org/10.1038/nature01650	journal	June 2003
Coordination templated [2+2+2] cyclotrimerization in a porous coordination framework Wei, Yong-Sheng; Zhang, Mei; Liao, Pei-Qin Nature Communications, Vol. 6, Issue 1 https://doi.org/10.1038/ncomms9348	journal	September 2015
Postsynthetic modification of metal–organic frameworks Wang, Zhenqiang; Cohen, Seth M. Chemical Society Reviews, Vol. 38, Issue 5 https://doi.org/10.1039/b802258p	journal	January 2009
Beyond post-synthesis modification: evolution of metal–organic frameworks via building block replacement Deria, Pravas; Mondloch, Joseph E.; Karagiaridi, Olga Chem. Soc. Rev., Vol. 43, Issue 16 https://doi.org/10.1039/c4cs00067f	journal	January 2014
Post-synthetic metalation of metal–organic frameworks Evans, Jack D.; Sumby, Christopher J.; Doonan, Christian J. Chem. Soc. Rev., Vol. 43, Issue 16 https://doi.org/10.1039/c4cs00076e	journal	January 2014
Sorption in the β-phases of transition metal( II ) tetra-(4-methylpyridine) thiocyanates and related compounds Allison, S. A.; Barrer, R. M. J. Chem. Soc. A, Vol. 0, Issue 0 https://doi.org/10.1039/j19690001717	journal	January 1969
Structure and Properties of a Synthetic Analogue of Bacterial Iron-Sulfur Proteins Herskovitz, T.; Averill, B. A.; Holm, R. H. Proceedings of the National Academy of Sciences, Vol. 69, Issue 9 https://doi.org/10.1073/pnas.69.9.2437	journal	September 1972
Multiple Functional Groups of Varying Ratios in Metal-Organic Frameworks Deng, H.; Doonan, C. J.; Furukawa, H. Science, Vol. 327, Issue 5967, p. 846-850 https://doi.org/10.1126/science.1181761	journal	February 2010
The Chemistry and Applications of Metal-Organic Frameworks Furukawa, H.; Cordova, K. E.; O'Keeffe, M. Science, Vol. 341, Issue 6149, p. 1230444-1230444 https://doi.org/10.1126/science.1230444	journal	August 2013
Mapping of Functional Groups in Metal-Organic Frameworks Kong, X.; Deng, H.; Yan, F. Science, Vol. 341, Issue 6148, p. 882-885 https://doi.org/10.1126/science.1238339	journal	July 2013
The Crystal Structure of Bis(succinonitrilo)copper(I) Nitrate Kinoshita, Yukio; Matsubara, Ikuo; Saito, Yoshihiko Bulletin of the Chemical Society of Japan, Vol. 32, Issue 7 https://doi.org/10.1246/bcsj.32.741	journal	July 1959
The Metal Ammine Cyanide Aromatics Clathrates. I. The Preparation and Stoichiometry of the Diamminemetal(II) Tetracyano-niccolate(II) Dibenzene and Dianiline Iwamoto, Toschitake; Miyoshi, Tadahiko; Miyamoto, Takeshi Bulletin of the Chemical Society of Japan, Vol. 40, Issue 5 https://doi.org/10.1246/bcsj.40.1174	journal	May 1967
“Heterogeneity within Order” in Metal-Organic Frameworks Furukawa, Hiroyasu; Müller, Ulrich; Yaghi, Omar M. Angewandte Chemie International Edition, Vol. 54, Issue 11 https://doi.org/10.1002/anie.201410252	journal	January 2015
Beitrag zur Konstitution anorganischer Verbindungen Werner, Alfred Zeitschrift f�r anorganische Chemie, Vol. 3, Issue 1 https://doi.org/10.1002/zaac.18930030136	journal	January 1893
Zur Konstitution der Kobalt-, Chrom- und Rhodiumbasen. V Jörgensen, S. M. Zeitschrift für anorganische Chemie, Vol. 5, Issue 1 https://doi.org/10.1002/zaac.18940050119	journal	January 1894
Verbindungen von Kohlenwasserstoffen mit Metallsalzen Hofmann, K. A.; Küspert, F. Zeitschrift für anorganische Chemie, Vol. 15, Issue 1 https://doi.org/10.1002/zaac.18970150118	journal	January 1897
Zur Kristallstruktur der Di-cyclopentadienyl-verbindungen des zweiwertigen Eisens, Kobalts und Nickels Pfab, W.; Fischer, E. O. Zeitschrift f�r anorganische und allgemeine Chemie, Vol. 274, Issue 6 https://doi.org/10.1002/zaac.19532740603	journal	December 1953
Synthesis and Characterization of Metal–Organic Framework-74 Containing 2, 4, 6, 8, and 10 Different Metals Wang, Lisa J.; Deng, Hexiang; Furukawa, Hiroyasu Inorganic Chemistry, Vol. 53, Issue 12, p. 5881-5883 https://doi.org/10.1021/ic500434a	journal	May 2014
MOF Functionalization via Solvent-Assisted Ligand Incorporation: Phosphonates vs Carboxylates Deria, Pravas; Bury, Wojciech; Hod, Idan Inorganic Chemistry, Vol. 54, Issue 5 https://doi.org/10.1021/ic502639v	journal	February 2015
Cu₂(ATC)·6H₂O: Design of Open Metal Sites in Porous Metal−Organic Crystals (ATC: 1,3,5,7-Adamantane Tetracarboxylate) Chen, Banglin; Eddaoudi, M.; Reineke, T. M. Journal of the American Chemical Society, Vol. 122, Issue 46, p. 11559-11560 https://doi.org/10.1021/ja003159k	journal	November 2000
Polyoxomolybdate-hydrocarbon interactions. Synthesis and structure of the CH2Mo4O15H3- anion and related methylenedioxymolybdates Day, V. W.; Fredrich, M. F.; Klemperer, W. G. Journal of the American Chemical Society, Vol. 101, Issue 2 https://doi.org/10.1021/ja00496a042	journal	January 1979
Synthesis and structural characterization of platinum carbonyl cluster dianions bis,tris,tetrakis, or pentakis(tri-.mu.2-carbonyl-tricarbonyltriplatinum)(2-). New series of inorganic oligomers Calabrese, Joseph C.; Dahl, Lawrence F.; Chini, Paolo Journal of the American Chemical Society, Vol. 96, Issue 8 https://doi.org/10.1021/ja00815a050	journal	April 1974
The Structure of iron Bis-Cyclopentadienyl Wilkinson, Geoffrey; Rosenblum, M.; Whiting, M. C. Journal of the American Chemical Society, Vol. 74, Issue 8 https://doi.org/10.1021/ja01128a527	journal	April 1952
Ti ³⁺ -, V ^2+/3+ -, Cr ^2+/3+ -, Mn ²⁺ -, and Fe ²⁺ -Substituted MOF-5 and Redox Reactivity in Cr- and Fe-MOF-5 Brozek, Carl K.; Dincă, Mircea Journal of the American Chemical Society, Vol. 135, Issue 34 https://doi.org/10.1021/ja4064475	journal	August 2013
Perfluoroalkane Functionalization of NU-1000 via Solvent-Assisted Ligand Incorporation: Synthesis and CO₂ Adsorption Studies Deria, Pravas; Mondloch, Joseph E.; Tylianakis, Emmanuel Journal of the American Chemical Society, Vol. 135, Issue 45, p. 16801-16804 https://doi.org/10.1021/ja408959g	journal	October 2013
Establishing Microporosity in Open Metal−Organic Frameworks: Gas Sorption Isotherms for Zn(BDC) (BDC = 1,4-Benzenedicarboxylate) Li, Hailian; Eddaoudi, Mohamed; Groy, Thomas L. Journal of the American Chemical Society, Vol. 120, Issue 33, p. 8571-8572 https://doi.org/10.1021/ja981669x	journal	August 1998
Seven Post-synthetic Covalent Reactions in Tandem Leading to Enzyme-like Complexity within Metal–Organic Framework Crystals Fracaroli, Alejandro M.; Siman, Peter; Nagib, David A. Journal of the American Chemical Society, Vol. 138, Issue 27 https://doi.org/10.1021/jacs.6b04204	journal	June 2016
Deciphering the Spatial Arrangement of Metals and Correlation to Reactivity in Multivariate Metal–Organic Frameworks Liu, Qi; Cong, Hengjiang; Deng, Hexiang Journal of the American Chemical Society, Vol. 138, Issue 42 https://doi.org/10.1021/jacs.6b08724	journal	October 2016
Multivariate Metal–Organic Frameworks for Dialing-in the Binding and Programming the Release of Drug Molecules Dong, Zhiyue; Sun, Yangzesheng; Chu, Jun Journal of the American Chemical Society, Vol. 139, Issue 40 https://doi.org/10.1021/jacs.7b07392	journal	September 2017
Selective binding and removal of guests in a microporous metal–organic framework Yaghi, O. M.; Li, Guangming; Li, Hailian Nature, Vol. 378, Issue 6558, p. 703-706 https://doi.org/10.1038/378703a0	journal	December 1995
Design and synthesis of an exceptionally stable and highly porous metal-organic framework Li, Hailian; Eddaoudi, Mohamed; M., O'Keeffe Nature, Vol. 402, Issue 6759, p. 276-279 https://doi.org/10.1038/46248	journal	November 1999
Reticular synthesis and the design of new materials Yaghi, Omar M.; O'Keeffe, Michael; Ockwig, Nathan W. Nature, Vol. 423, Issue 6941, p. 705-714 https://doi.org/10.1038/nature01650	journal	June 2003
Coordination templated [2+2+2] cyclotrimerization in a porous coordination framework Wei, Yong-Sheng; Zhang, Mei; Liao, Pei-Qin Nature Communications, Vol. 6, Issue 1 https://doi.org/10.1038/ncomms9348	journal	September 2015
A new isoreticular class of metal-organic-frameworks with the MIL-88 topology Surblé, Suzy; Serre, Christian; Mellot-Draznieks, Caroline Chemical Communications, Vol. 0, Issue 3, p. 284-286 https://doi.org/10.1039/B512169H	journal	January 2006
Beyond post-synthesis modification: evolution of metal–organic frameworks via building block replacement Deria, Pravas; Mondloch, Joseph E.; Karagiaridi, Olga Chem. Soc. Rev., Vol. 43, Issue 16 https://doi.org/10.1039/C4CS00067F	journal	January 2014
Post-synthetic metalation of metal–organic frameworks Evans, Jack D.; Sumby, Christopher J.; Doonan, Christian J. Chem. Soc. Rev., Vol. 43, Issue 16 https://doi.org/10.1039/C4CS00076E	journal	January 2014
Sorption in the β-phases of transition metal( II ) tetra-(4-methylpyridine) thiocyanates and related compounds Allison, S. A.; Barrer, R. M. J. Chem. Soc. A, Vol. 0, Issue 0 https://doi.org/10.1039/J19690001717	journal	January 1969
Postsynthetic modification of metal–organic frameworks Wang, Zhenqiang; Cohen, Seth M. Chemical Society Reviews, Vol. 38, Issue 5 https://doi.org/10.1039/b802258p	journal	January 2009
Versatile functionalization of the NU-1000 platform by solvent-assisted ligand incorporation Deria, Pravas; Bury, Wojciech; Hupp, Joseph T. Chemical Communications, Vol. 50, Issue 16, p. 1965-1968 https://doi.org/10.1039/c3cc48562e	journal	January 2014
Structure and Properties of a Synthetic Analogue of Bacterial Iron-Sulfur Proteins Herskovitz, T.; Averill, B. A.; Holm, R. H. Proceedings of the National Academy of Sciences, Vol. 69, Issue 9 https://doi.org/10.1073/pnas.69.9.2437	journal	September 1972
Systematic Design of Pore Size and Functionality in Isoreticular MOFs and Their Application in Methane Storage Eddaoudi, Mohamed; Kim, Jaheon; Rosi, Nathaniel Science, Vol. 295, Issue 5554, p. 469-472 https://doi.org/10.1126/science.1067208	journal	January 2002
Multiple Functional Groups of Varying Ratios in Metal-Organic Frameworks Deng, H.; Doonan, C. J.; Furukawa, H. Science, Vol. 327, Issue 5967, p. 846-850 https://doi.org/10.1126/science.1181761	journal	February 2010
The Chemistry and Applications of Metal-Organic Frameworks Furukawa, H.; Cordova, K. E.; O'Keeffe, M. Science, Vol. 341, Issue 6149, p. 1230444-1230444 https://doi.org/10.1126/science.1230444	journal	August 2013
Mapping of Functional Groups in Metal-Organic Frameworks Kong, X.; Deng, H.; Yan, F. Science, Vol. 341, Issue 6148, p. 882-885 https://doi.org/10.1126/science.1238339	journal	July 2013
The Crystal Structure of Bis(succinonitrilo)copper(I) Nitrate Kinoshita, Yukio; Matsubara, Ikuo; Saito, Yoshihiko Bulletin of the Chemical Society of Japan, Vol. 32, Issue 7 https://doi.org/10.1246/bcsj.32.741	journal	July 1959
The Metal Ammine Cyanide Aromatics Clathrates. I. The Preparation and Stoichiometry of the Diamminemetal(II) Tetracyano-niccolate(II) Dibenzene and Dianiline Iwamoto, Toschitake; Miyoshi, Tadahiko; Miyamoto, Takeshi Bulletin of the Chemical Society of Japan, Vol. 40, Issue 5 https://doi.org/10.1246/bcsj.40.1174	journal	May 1967
Crystal Structure of Hofmann-Dma-Type Benzene Clathrate Bis(Dimethylamine)Cadmium(Ii) Tetracyanonickelate(Ii)-Benzene (2/1) Nishikiori, Shin-ichi; Iwamoto, Toschitake Chemistry Letters, Vol. 13, Issue 3 https://doi.org/10.1246/cl.1984.319	journal	March 1984

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