Functional Porphyrinic Metal?Organic Framework as a New Class of Heterogeneous Halogen-Bond-Donor Ca

Zhang, Weijie; Nafady, Ayman; Shan, Chuan; Wojtas, Lukasz; Chen, Yu-Sheng; Cheng, Qigan; Zhang, X. Peter; Ma, Shengqian

doi:10.1002/anie.202111893

Functional Porphyrinic Metal?Organic Framework as a New Class of Heterogeneous Halogen-Bond-Donor Ca

Journal Article · 01 November 2021 · Angew. Chem.-Ger. Edit.

DOI:https://doi.org/10.1002/anie.202111893· OSTI ID:1829883

Zhang, Weijie; Nafady, Ayman; Shan, Chuan; Wojtas, Lukasz; Chen, Yu-Sheng; Cheng, Qigan; Zhang, X. Peter; Ma, Shengqian

Research Organization:: Argonne National Lab. (ANL), Argonne, IL (United States). Advanced Photon Source (APS)

Sponsoring Organization:: DOE - Office Of Science; National Science Foundation (NSF)

OSTI ID:: 1829883

Journal Information:: Angew. Chem.-Ger. Edit., Vol. 60, Issue (45)

Country of Publication:: United States

Language:: ENGLISH

References (66)

From Molecules to Crystal Engineering: Supramolecular Isomerism and Polymorphism in Network Solids Moulton, Brian; Zaworotko, Michael J. Chemical Reviews, Vol. 101, Issue 6 https://doi.org/10.1021/cr9900432	journal	June 2001
A Perspective on Enzyme Catalysis Benkovic, S. J. Science, Vol. 301, Issue 5637 https://doi.org/10.1126/science.1085515	journal	August 2003
Experimental Binding Energies in Supramolecular Complexes Biedermann, Frank; Schneider, Hans-Jörg Chemical Reviews, Vol. 116, Issue 9 https://doi.org/10.1021/acs.chemrev.5b00583	journal	May 2016
Enzyme Mechanisms, Models, and Mimics Kirby, Anthony J. Angewandte Chemie International Edition in English, Vol. 35, Issue 7 https://doi.org/10.1002/anie.199607061	journal	April 1996
Enzyme — Mechanismen, Modellreaktionen und Mimetica Kirby, Anthony J. Angewandte Chemie, Vol. 108, Issue 7 https://doi.org/10.1002/ange.19961080705	journal	April 1996
The hydrogen bond and crystal engineering Aakeröy, Christer B.; Seddon, Kenneth R. Chem. Soc. Rev., Vol. 22, Issue 6 https://doi.org/10.1039/CS9932200397	journal	January 1993
Binding Mechanisms in Supramolecular Complexes Schneider, Hans-Jörg Angewandte Chemie International Edition, Vol. 48, Issue 22 https://doi.org/10.1002/anie.200802947	journal	May 2009
Bindungsmechanismen in supramolekularen Komplexen Schneider, Hans-Jörg Angewandte Chemie, Vol. 121, Issue 22 https://doi.org/10.1002/ange.200802947	journal	May 2009
Exploiting non-covalent π interactions for catalyst design Neel, Andrew J.; Hilton, Margaret J.; Sigman, Matthew S. Nature, Vol. 543, Issue 7647 https://doi.org/10.1038/nature21701	journal	March 2017
Halogen bonding (X-bonding): A biological perspective: Halogen Bonding (X-Bonding) Scholfield, Matthew R.; Zanden, Crystal M. Vander; Carter, Megan Protein Science, Vol. 22, Issue 2 https://doi.org/10.1002/pro.2201	journal	December 2012
Regioselective Deiodination of Thyroxine by Iodothyronine Deiodinase Mimics: An Unusual Mechanistic Pathway Involving Cooperative Chalcogen and Halogen Bonding Manna, Debasish; Mugesh, Govindasamy Journal of the American Chemical Society, Vol. 134, Issue 9 https://doi.org/10.1021/ja210478k	journal	February 2012
A Mammalian Reductive Deiodinase has Broad Power to Dehalogenate Chlorinated and Brominated Substrates McTamney, Patrick M.; Rokita, Steven E. Journal of the American Chemical Society, Vol. 131, Issue 40 https://doi.org/10.1021/ja906642n	journal	September 2009
The Halogen Bond Cavallo, Gabriella; Metrangolo, Pierangelo; Milani, Roberto Chemical Reviews, Vol. 116, Issue 4 https://doi.org/10.1021/acs.chemrev.5b00484	journal	January 2016
Unraveling Halogen Effects in Supramolecular Polymerization Matern, Jonas; Bäumer, Nils; Fernández, Gustavo Journal of the American Chemical Society, Vol. 143, Issue 18 https://doi.org/10.1021/jacs.1c02384	journal	April 2021
Controlled room temperature ROP of L-lactide by ICl3: a simple halogen-bonding catalyst Coulembier, Olivier; Meyer, Franck; Dubois, Philippe Polymer Chemistry, Vol. 1, Issue 4 https://doi.org/10.1039/c0py00013b	journal	January 2010
Organocatalysis by a multidentate halogen-bond donor: an alternative to hydrogen-bond based catalysis Perera, Manomi D.; Aakeröy, Christer B. New Journal of Chemistry, Vol. 43, Issue 21 https://doi.org/10.1039/C9NJ01404G	journal	January 2019
CBr ₄ as a Halogen Bond Donor Catalyst for the Selective Activation of Benzaldehydes to Synthesize α,β-Unsaturated Ketones Kazi, Imran; Guha, Somraj; Sekar, Govindasamy Organic Letters, Vol. 19, Issue 5 https://doi.org/10.1021/acs.orglett.7b00348	journal	February 2017
A halogen-bonding-catalyzed Michael addition reaction Gliese, Jan-Philipp; Jungbauer, Stefan H.; Huber, Stefan M. Chemical Communications, Vol. 53, Issue 88 https://doi.org/10.1039/C7CC07175B	journal	January 2017
Halogen Bonding in Organic Synthesis and Organocatalysis Bulfield, David; Huber, Stefan M. Chemistry - A European Journal, Vol. 22, Issue 41 https://doi.org/10.1002/chem.201601844	journal	July 2016
Activation of a carbonyl compound by halogen bonding Jungbauer, Stefan H.; Walter, Sebastian M.; Schindler, Severin Chemical Communications, Vol. 50, Issue 47 https://doi.org/10.1039/c4cc03124e	journal	January 2014
Designed fabrication of biomimetic metal–organic frameworks for catalytic applications Chen, Kai; Wu, Chuan-De Coordination Chemistry Reviews, Vol. 378 https://doi.org/10.1016/j.ccr.2018.01.016	journal	January 2019
Biomimicry in metal–organic materials Zhang, Muwei; Gu, Zhi-Yuan; Bosch, Mathieu Coordination Chemistry Reviews, Vol. 293-294 https://doi.org/10.1016/j.ccr.2014.05.031	journal	June 2015
Biologically derived metal organic frameworks Anderson, Samantha L.; Stylianou, Kyriakos C. Coordination Chemistry Reviews, Vol. 349 https://doi.org/10.1016/j.ccr.2017.07.012	journal	October 2017
Kinetically Controlled Reticular Assembly of a Chemically Stable Mesoporous Ni(II)-Pyrazolate Metal–Organic Framework He, Tao; Huang, Zhehao; Yuan, Shuai Journal of the American Chemical Society, Vol. 142, Issue 31 https://doi.org/10.1021/jacs.0c05074	journal	July 2020
Biomimetic catalysis of metal–organic frameworks Chen, Yao; Ma, Shengqian Dalton Transactions, Vol. 45, Issue 24 https://doi.org/10.1039/C6DT00325G	journal	January 2016
Boosting Interfacial Charge-Transfer Kinetics for Efficient Overall CO ₂ Photoreduction via Rational Design of Coordination Spheres on Metal–Organic Frameworks Fang, Zhi-Bin; Liu, Ting-Ting; Liu, Junxue Journal of the American Chemical Society, Vol. 142, Issue 28 https://doi.org/10.1021/jacs.0c05530	journal	June 2020
Enzyme–MOF (metal–organic framework) composites Lian, Xizhen; Fang, Yu; Joseph, Elizabeth Chemical Society Reviews, Vol. 46, Issue 11 https://doi.org/10.1039/C7CS00058H	journal	January 2017
Stable metal-organic frameworks containing single-molecule traps for enzyme encapsulation Feng, Dawei; Liu, Tian-Fu; Su, Jie Nature Communications, Vol. 6, Issue 1 https://doi.org/10.1038/ncomms6979	journal	January 2015
Toward Design Rules for Enzyme Immobilization in Hierarchical Mesoporous Metal-Organic Frameworks Li, Peng; Modica, Justin A.; Howarth, Ashlee J. Chem, Vol. 1, Issue 1 https://doi.org/10.1016/j.chempr.2016.05.001	journal	July 2016
Immobilization of MP-11 into a Mesoporous Metal–Organic Framework, MP-11@mesoMOF: A New Platform for Enzymatic Catalysis Lykourinou, Vasiliki; Chen, Yao; Wang, Xi-Sen Journal of the American Chemical Society, Vol. 133, Issue 27 https://doi.org/10.1021/ja2038003	journal	July 2011
Precisely Embedding Active Sites into a Mesoporous Zr-Framework through Linker Installation for High-Efficiency Photocatalysis Pang, Jiandong; Di, Zhengyi; Qin, Jun-Sheng Journal of the American Chemical Society, Vol. 142, Issue 35 https://doi.org/10.1021/jacs.0c05758	journal	August 2020
Metal–Organic Framework with Dual Active Sites in Engineered Mesopores for Bioinspired Synergistic Catalysis Quan, Yangjian; Song, Yang; Shi, Wenjie Journal of the American Chemical Society, Vol. 142, Issue 19 https://doi.org/10.1021/jacs.0c02966	journal	April 2020
A Porphyrinic Zirconium Metal–Organic Framework for Oxygen Reduction Reaction: Tailoring the Spacing between Active-Sites through Chain-Based Inorganic Building Units Cichocka, Magdalena Ola; Liang, Zuozhong; Feng, Dawei Journal of the American Chemical Society, Vol. 142, Issue 36 https://doi.org/10.1021/jacs.0c06329	journal	August 2020
Zr-based metal–organic frameworks: design, synthesis, structure, and applications Bai, Yan; Dou, Yibo; Xie, Lin-Hua Chemical Society Reviews, Vol. 45, Issue 8 https://doi.org/10.1039/C5CS00837A	journal	January 2016
Zirconium-Metalloporphyrin PCN-222: Mesoporous Metal-Organic Frameworks with Ultrahigh Stability as Biomimetic Catalysts Feng, Dawei; Gu, Zhi-Yuan; Li, Jian-Rong Angewandte Chemie International Edition, Vol. 51, Issue 41 https://doi.org/10.1002/anie.201204475	journal	August 2012
Zirconium-Metalloporphyrin PCN-222: Mesoporous Metal-Organic Frameworks with Ultrahigh Stability as Biomimetic Catalysts Feng, Dawei; Gu, Zhi-Yuan; Li, Jian-Rong Angewandte Chemie, Vol. 124, Issue 41, p. 10453-10456 https://doi.org/10.1002/ange.201204475	journal	August 2012
Synthesis, Structure, and Metalation of Two New Highly Porous Zirconium Metal–Organic Frameworks Morris, William; Volosskiy, Boris; Demir, Selcuk Inorganic Chemistry, Vol. 51, Issue 12, p. 6443-6445 https://doi.org/10.1021/ic300825s	journal	June 2012
A Highly Stable Porphyrinic Zirconium Metal–Organic Framework with shp-a Topology Feng, Dawei; Gu, Zhi-Yuan; Chen, Ying-Pin Journal of the American Chemical Society, Vol. 136, Issue 51 https://doi.org/10.1021/ja510525s	journal	December 2014
An Exceptionally Stable, Porphyrinic Zr Metal–Organic Framework Exhibiting pH-Dependent Fluorescence Jiang, Hai-Long; Feng, Dawei; Wang, Kecheng Journal of the American Chemical Society, Vol. 135, Issue 37 https://doi.org/10.1021/ja406844r	journal	September 2013
Titanium-Carboxylate Metal-Organic Framework Based on an Unprecedented Ti-Oxo Chain Cluster Keum, Yesub; Park, Seonghun; Chen, Ying-Pin Angewandte Chemie International Edition, Vol. 57, Issue 45 https://doi.org/10.1002/anie.201809762	journal	October 2018
Titanium-Carboxylate Metal-Organic Framework Based on an Unprecedented Ti-Oxo Chain Cluster Keum, Yesub; Park, Seonghun; Chen, Ying-Pin Angewandte Chemie, Vol. 130, Issue 45 https://doi.org/10.1002/ange.201809762	journal	October 2018
Catalytic Porphyrin Framework Compounds Feng, Liang; Wang, Kun-Yu; Joseph, Elizabeth Trends in Chemistry, Vol. 2, Issue 6 https://doi.org/10.1016/j.trechm.2020.01.003	journal	June 2020
Robust Corrole-Based Metal–Organic Frameworks with Rare 9-Connected Zr/Hf-Oxo Clusters Zhao, Yanming; Qi, Shibo; Niu, Zheng Journal of the American Chemical Society, Vol. 141, Issue 36 https://doi.org/10.1021/jacs.9b07700	journal	August 2019
Three-Dimensional Phthalocyanine Metal-Catecholates for High Electrochemical Carbon Dioxide Reduction Matheu, Roc; Gutierrez-Puebla, Enrique; Monge, M. Ángeles Journal of the American Chemical Society, Vol. 141, Issue 43 https://doi.org/10.1021/jacs.9b09298	journal	October 2019
Biomimetic Catalysis of a Porous Iron-Based Metal–Metalloporphyrin Framework Chen, Yao; Hoang, Tran; Ma, Shengqian Inorganic Chemistry, Vol. 51, Issue 23 https://doi.org/10.1021/ic301923x	journal	November 2012
Corrigendum: Formation of a Metalloporphyrin-Based Nanoreactor by Postsynthetic Metal-Ion Exchange of a Polyhedral-Cage Containing a Metal-Metalloporphyrin Framework Wang, Xi-Sen; Chrzanowski, Matthew; Wojtas, Lukasz Chemistry - A European Journal, Vol. 19, Issue 37 https://doi.org/10.1002/chem.201303271	journal	September 2013
Crystal Engineering of a Microporous, Catalytically Active fcu Topology MOF Using a Custom-Designed Metalloporphyrin Linker Meng, Le; Cheng, Qigan; Kim, Chungsik Angewandte Chemie International Edition, Vol. 51, Issue 40 https://doi.org/10.1002/anie.201205603	journal	September 2012
Crystal Engineering of a Microporous, Catalytically Active fcu Topology MOF Using a Custom-Designed Metalloporphyrin Linker Meng, Le; Cheng, Qigan; Kim, Chungsik Angewandte Chemie, Vol. 124, Issue 40 https://doi.org/10.1002/ange.201205603	journal	September 2012
Quest for highly porous metal–metalloporphyrin framework based upon a custom-designed octatopic porphyrin ligand Wang, Xi-Sen; Chrzanowski, Matthew; Kim, Chungsik Chemical Communications, Vol. 48, Issue 57 https://doi.org/10.1039/c2cc33118g	journal	January 2012
An electron rich porous extended framework as a heterogeneous catalyst for Diels–Alder reactions Gole, Bappaditya; Bar, Arun Kumar; Mallick, Arijit Chemical Communications, Vol. 49, Issue 67 https://doi.org/10.1039/c3cc43681k	journal	January 2013
Design and synthesis of squaramide-based MOFs as efficient MOF-supported hydrogen-bonding organocatalysts Zhang, Xiaoping; Zhang, Zhenjie; Boissonnault, Jake Chemical Communications, Vol. 52, Issue 55 https://doi.org/10.1039/C6CC03190K	journal	January 2016
Urea Metal–Organic Frameworks as Effective and Size-Selective Hydrogen-Bond Catalysts Roberts, John M.; Fini, Branden M.; Sarjeant, Amy A. Journal of the American Chemical Society, Vol. 134, Issue 7 https://doi.org/10.1021/ja2108118	journal	February 2012
Heterogeneous catalysts with programmable topologies generated by reticulation of organocatalysts into metal-organic frameworks: The case of squaramide Broto-Ribas, Anna; Vignatti, Claudia; Jimenez-Almarza, Alicia Nano Research, Vol. 14, Issue 2 https://doi.org/10.1007/s12274-020-2779-8	journal	April 2020
Turning On Catalysis: Incorporation of a Hydrogen-Bond-Donating Squaramide Moiety into a Zr Metal–Organic Framework McGuirk, C. Michael; Katz, Michael J.; Stern, Charlotte L. Journal of the American Chemical Society, Vol. 137, Issue 2 https://doi.org/10.1021/ja511403t	journal	January 2015
Recent applications of intramolecular Diels–Alder reactions to natural product synthesis Juhl, Martin; Tanner, David Chemical Society Reviews, Vol. 38, Issue 11 https://doi.org/10.1039/b816703f	journal	January 2009
Recent Developments in Catalytic Asymmetric Inverse-Electron-Demand Diels–Alder Reaction Jiang, Xianxing; Wang, Rui Chemical Reviews, Vol. 113, Issue 7 https://doi.org/10.1021/cr300436a	journal	March 2013
Acceleration of a Diels–Alder reaction by a self-assembled molecular capsule Kang, Jongmin; Rebek, Julius Nature, Vol. 385, Issue 6611, p. 50-52 https://doi.org/10.1038/385050a0	journal	January 1997
Diels-Alder in Aqueous Molecular Hosts: Unusual Regioselectivity and Efficient Catalysis Yoshizawa, M. Science, Vol. 312, Issue 5771 https://doi.org/10.1126/science.1124985	journal	April 2006
Confinement Effects in Catalysis Using Well-Defined Materials and Cages Mouarrawis, Valentinos; Plessius, Raoul; van der Vlugt, Jarl Ivar Frontiers in Chemistry, Vol. 6 https://doi.org/10.3389/fchem.2018.00623	journal	December 2018
Self-Assembled Pd ₆ Open Cage with Triimidazole Walls and the Use of Its Confined Nanospace for Catalytic Knoevenagel- and Diels-Alder Reactions in Aqueous Medium Samanta, Dipak; Mukherjee, Sandip; Patil, Yogesh P. Chemistry - A European Journal, Vol. 18, Issue 39 https://doi.org/10.1002/chem.201201679	journal	August 2012
A π-electronic covalent organic framework catalyst: π-walls as catalytic beds for Diels–Alder reactions under ambient conditions Wu, Yang; Xu, Hong; Chen, Xiong Chemical Communications, Vol. 51, Issue 50 https://doi.org/10.1039/C5CC03457D	journal	January 2015
Systematic Investigation of Halogen Bonding in Protein–Ligand Interactions Hardegger, Leo A.; Kuhn, Bernd; Spinnler, Beat Angewandte Chemie International Edition, Vol. 50, Issue 1 https://doi.org/10.1002/anie.201006781	journal	December 2010
Systematische Untersuchung von Halogenbrücken in Protein‐Ligand‐ Wechselwirkungen Hardegger, Leo A.; Kuhn, Bernd; Spinnler, Beat Angewandte Chemie, Vol. 123, Issue 1 https://doi.org/10.1002/ange.201006781	journal	December 2010
Metal–Organic Frameworks Based on Previously Unknown Zr ₈ /Hf ₈ Cubic Clusters Feng, Dawei; Jiang, Hai-Long; Chen, Ying-Pin Inorganic Chemistry, Vol. 52, Issue 21 https://doi.org/10.1021/ic4018536	journal	October 2013
Understanding disorder and linker deficiency in porphyrinic zirconium-based metal–organic frameworks by resolving the Zr8O6 cluster conundrum in PCN-221 Koschnick, Charlotte; Stäglich, Robert; Scholz, Tanja Nature Communications, Vol. 12, Issue 1 https://doi.org/10.1038/s41467-021-23348-w	journal	May 2021
Crystal structure of anthracene—5,10,15,20-tetraphenyl-21 H,23H-porphyrin (1/1), C58H40N4 Blömker, J.; Frey, W. Zeitschrift für Kristallographie - New Crystal Structures, Vol. 215, Issue 2 https://doi.org/10.1515/ncrs-2000-0237	journal	February 2000

Similar Records

Fe-porphyrin-based metal–organic framework films as high-surface concentration, heterogeneous catalysts for electrochemical reduction of CO₂

Journal Article · 2015 · ACS Catalysis · OSTI ID:1224208

Hod, Idan; Sampson, Matthew D.; Deria, Pravas; +3 more

An iron-porphyrin grafted metal–organic framework as a heterogeneous catalyst for the photochemical reduction of CO2

Journal Article · 2022 · Journal of Photochemistry and Photobiology · OSTI ID:1843850

Zhang, Kun; Goswami, Subhadip; Noh, Hyunho; +5 more

Functional Porphyrinic Metal?Organic Framework as a New Class of Heterogeneous Halogen-Bond-Donor Ca

Citation Formats

References (66)

Similar Records

Related Subjects