Conjugated Metal?Organic Macrocycles: Synthesis, Characterization, and Electrical Conductivity

Zasada, Leo B.; Guio, Lorenzo; Kamin, Austin A.; Dhakal, Diwash; Monahan, Madison; Seidler, Gerald T.; Luscombe, Christine K.; Xiao, Dianne J.

doi:10.1021/jacs.1c12596

Title: Conjugated Metal?Organic Macrocycles: Synthesis, Characterization, and Electrical Conductivity

Journal Article · 01 March 2022 · J. Am. Chem. Soc.

DOI:https://doi.org/10.1021/jacs.1c12596· OSTI ID:1867486

Zasada, Leo B.; Guio, Lorenzo; Kamin, Austin A.; Dhakal, Diwash; Monahan, Madison; Seidler, Gerald T.; Luscombe, Christine K.; Xiao, Dianne J.

Cite

Export

Save

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

Sponsoring Organization:: DOE - Office Of Science; DOE - BASIC ENERGY SCIENCES

OSTI ID:: 1867486

Journal Information:: J. Am. Chem. Soc., Vol. 144, Issue (10)

Country of Publication:: United States

Language:: ENGLISH

References (54)

Recent Advancement of Nanostructured Carbon for Energy Applications Yang, Zhibin; Ren, Jing; Zhang, Zhitao Chemical Reviews, Vol. 115, Issue 11 https://doi.org/10.1021/cr5006217	journal	May 2015
Metal–organic frameworks for energy storage: Batteries and supercapacitors Wang, Lu; Han, Yuzhen; Feng, Xiao Coordination Chemistry Reviews, Vol. 307 https://doi.org/10.1016/j.ccr.2015.09.002	journal	January 2016
Pristine Metal-Organic Frameworks and their Composites for Energy Storage and Conversion Liang, Zibin; Qu, Chong; Guo, Wenhan Advanced Materials, Vol. 30, Issue 37 https://doi.org/10.1002/adma.201702891	journal	November 2017
Electrically-Transduced Chemical Sensors Based on Two-Dimensional Nanomaterials Meng, Zheng; Stolz, Robert M.; Mendecki, Lukasz Chemical Reviews, Vol. 119, Issue 1 https://doi.org/10.1021/acs.chemrev.8b00311	journal	January 2019
An updated roadmap for the integration of metal–organic frameworks with electronic devices and chemical sensors Stassen, Ivo; Burtch, Nicholas; Talin, Alec Chemical Society Reviews, Vol. 46, Issue 11 https://doi.org/10.1039/C7CS00122C	journal	January 2017
Porous Scaffolds for Electrochemically Controlled Reversible Capture and Release of Ethylene Mendecki, Lukasz; Ko, Michael; Zhang, Xiaoping Journal of the American Chemical Society, Vol. 139, Issue 48 https://doi.org/10.1021/jacs.7b08102	journal	November 2017
Faradaic electro-swing reactive adsorption for CO ₂ capture Voskian, Sahag; Hatton, T. Alan Energy & Environmental Science, Vol. 12, Issue 12 https://doi.org/10.1039/C9EE02412C	journal	January 2019
Electrically Conductive Metal–Organic Frameworks Xie, Lilia S.; Skorupskii, Grigorii; Dincă, Mircea Chemical Reviews https://doi.org/10.1021/acs.chemrev.9b00766	journal	April 2020
The path to ubiquitous and low-cost organic electronic appliances on plastic Forrest, Stephen R. Nature, Vol. 428, Issue 6986, p. 911-918 https://doi.org/10.1038/nature02498	journal	April 2004
High-Resolution Inkjet Printing of All-Polymer Transistor Circuits Sirringhaus, H.; Kawase, T.; Friend, R. H. Science, Vol. 290, Issue 5499, p. 2123-2126 https://doi.org/10.1126/science.290.5499.2123	journal	December 2000
Mechanical Properties of Organic Semiconductors for Stretchable, Highly Flexible, and Mechanically Robust Electronics Root, Samuel E.; Savagatrup, Suchol; Printz, Adam D. Chemical Reviews, Vol. 117, Issue 9 https://doi.org/10.1021/acs.chemrev.7b00003	journal	March 2017
Skin-Inspired Electronics: An Emerging Paradigm Wang, Sihong; Oh, Jin Young; Xu, Jie Accounts of Chemical Research, Vol. 51, Issue 5 https://doi.org/10.1021/acs.accounts.8b00015	journal	April 2018
Materials and structural designs of stretchable conductors Matsuhisa, Naoji; Chen, Xiaodong; Bao, Zhenan Chemical Society Reviews, Vol. 48, Issue 11 https://doi.org/10.1039/C8CS00814K	journal	January 2019
Self-healing polymeric materials Yang, Ying; Urban, Marek W. Chemical Society Reviews, Vol. 42, Issue 17 https://doi.org/10.1039/c3cs60109a	journal	January 2013
Self-healing soft electronics Kang, Jiheong; Tok, Jeffrey B. -H.; Bao, Zhenan Nature Electronics, Vol. 2, Issue 4 https://doi.org/10.1038/s41928-019-0235-0	journal	April 2019
Modular Design of Porous Soft Materials via Self-Organization of Metal–Organic Cages Hosono, Nobuhiko; Kitagawa, Susumu Accounts of Chemical Research, Vol. 51, Issue 10 https://doi.org/10.1021/acs.accounts.8b00361	journal	September 2018
Shape-Persistent Molecular Architectures of Nanoscale Dimension Moore, Jeffrey S. Accounts of Chemical Research, Vol. 30, Issue 10 https://doi.org/10.1021/ar950232g	journal	October 1997
Shape-persistency and Molecular Function in Heteromacrocycles: Creation of Heteroarenecyclynes and Arene–Azaarenecyclynes Yamaguchi, Yoshihiro; Yoshida, Zen-ichi Chemistry - A European Journal, Vol. 9, Issue 22 https://doi.org/10.1002/chem.200305099	journal	November 2003
Shape-Persistent Macrocycles: From Molecules to Materials Höger, Sigurd Chemistry - A European Journal, Vol. 10, Issue 6 https://doi.org/10.1002/chem.200305496	journal	March 2004
Shape-Persistent Macrocycles: Structures and Synthetic Approaches from Arylene and Ethynylene Building Blocks Zhang, Wei; Moore, Jeffrey S. Angewandte Chemie International Edition, Vol. 45, Issue 27 https://doi.org/10.1002/anie.200503988	journal	July 2006
Conjugated Macrocycles: Concepts and Applications Iyoda, Masahiko; Yamakawa, Jun; Rahman, M. Jalilur Angewandte Chemie International Edition, Vol. 50, Issue 45 https://doi.org/10.1002/anie.201006198	journal	September 2011
Self-Assembling Organic Nanotubes with Precisely Defined, Sub-nanometer Pores: Formation and Mass Transport Characteristics Gong, Bing; Shao, Zhifeng Accounts of Chemical Research, Vol. 46, Issue 12 https://doi.org/10.1021/ar400030e	journal	January 2013
Dynamic Covalent Chemistry Approaches Toward Macrocycles, Molecular Cages, and Polymers Jin, Yinghua; Wang, Qi; Taynton, Philip Accounts of Chemical Research, Vol. 47, Issue 5 https://doi.org/10.1021/ar500037v	journal	April 2014
Discrete, Hexagonal Boronate Ester-Linked Macrocycles Related to Two-Dimensional Covalent Organic Frameworks Chavez, Anton D.; Smith, Brian J.; Smith, Merry K. Chemistry of Materials, Vol. 28, Issue 14 https://doi.org/10.1021/acs.chemmater.6b01831	journal	July 2016
Molecular Architecture via Coordination: Self-Assembly of Nanoscale Platinum Containing Molecular Hexagons Stang, Peter J.; Persky, Neal E.; Manna, Joseph Journal of the American Chemical Society, Vol. 119, Issue 20 https://doi.org/10.1021/ja970537l	journal	May 1997
Self-Assembly of Discrete Cyclic Nanostructures Mediated by Transition Metals Leininger, Stefan; Olenyuk, Bogdan; Stang, Peter J. Chemical Reviews, Vol. 100, Issue 3 https://doi.org/10.1021/cr9601324	journal	March 2000
Coordination Assemblies from a Pd(II)-Cornered Square Complex Fujita, Makoto; Tominaga, Masahide; Hori, Akiko Accounts of Chemical Research, Vol. 38, Issue 4 https://doi.org/10.1021/ar040153h	journal	April 2005
Coordination-driven self-assembly of functionalized supramolecular metallacycles Northrop, Brian H.; Yang, Hai-Bo; Stang, Peter J. Chemical Communications, Issue 45 https://doi.org/10.1039/b811712h	journal	January 2008
Columnar Organization of Head-to-Tail Self-Assembled Pt ₄ Rings Frischmann, Peter D.; Guieu, Samuel; Tabeshi, Raymond Journal of the American Chemical Society, Vol. 132, Issue 22 https://doi.org/10.1021/ja910886g	journal	May 2010
Construction of Supramolecular Liquid-Crystalline Metallacycles for Holographic Storage of Colored Images Hu, Yi-Xiong; Hao, Xingtian; Xu, Lin Journal of the American Chemical Society, Vol. 142, Issue 13 https://doi.org/10.1021/jacs.0c00698	journal	March 2020
Self-Assembled Fluorescent Pt(II) Metallacycles as Artificial Light-Harvesting Systems Acharyya, Koushik; Bhattacharyya, Soumalya; Sepehrpour, Hajar Journal of the American Chemical Society, Vol. 141, Issue 37 https://doi.org/10.1021/jacs.9b08403	journal	September 2019
Biomedically Relevant Self-Assembled Metallacycles and Metallacages Sepehrpour, Hajar; Fu, Wenxin; Sun, Yan Journal of the American Chemical Society, Vol. 141, Issue 36 https://doi.org/10.1021/jacs.9b06222	journal	August 2019
New Porous Crystals of Extended Metal-Catecholates Hmadeh, Mohamad; Lu, Zheng; Liu, Zheng Chemistry of Materials, Vol. 24, Issue 18, p. 3511-3513 https://doi.org/10.1021/cm301194a	journal	August 2012
Rational synthesis of bis(hexyloxy)-tetra(hydroxy)-triphenylenes and their derivatives Smith, Merry K.; Powers-Riggs, Natalia E.; Northrop, Brian H. RSC Adv., Vol. 4, Issue 72 https://doi.org/10.1039/C4RA06503D	journal	January 2014
Atomically precise single-crystal structures of electrically conducting 2D metal–organic frameworks Dou, Jin-Hu; Arguilla, Maxx Q.; Luo, Yi Nature Materials, Vol. 20, Issue 2 https://doi.org/10.1038/s41563-020-00847-7	journal	November 2020
Host–Guest Interactions and Redox Activity in Layered Conductive Metal–Organic Frameworks Stolz, Robert M.; Mahdavi-Shakib, Akbar; Frederick, Brian G. Chemistry of Materials, Vol. 32, Issue 18 https://doi.org/10.1021/acs.chemmater.0c01007	journal	July 2020
Determination of the oxidation and coordination state of copper on different Cu-based catalysts by XANES spectroscopy in situ or in operando conditions Lamberti, C.; Bordiga, S.; Bonino, F. Phys. Chem. Chem. Phys., Vol. 5, Issue 20 https://doi.org/10.1039/B305810G	journal	January 2003
XAFS study of copper(II) complexes with square planar and square pyramidal coordination geometries Gaur, A.; Klysubun, W.; Nitin Nair, N. Journal of Molecular Structure, Vol. 1118 https://doi.org/10.1016/j.molstruc.2016.04.008	journal	August 2016
Advanced analysis of copper X-ray photoelectron spectra: Advanced analysis of copper X-ray photoelectron spectra Biesinger, Mark C. Surface and Interface Analysis, Vol. 49, Issue 13 https://doi.org/10.1002/sia.6239	journal	May 2017
X-ray photoelectron spectroscopy: A perspective on quantitation accuracy for composition analysis of homogeneous materials Brundle, Christopher Richard; Crist, Bruce Vincent Journal of Vacuum Science & Technology A, Vol. 38, Issue 4 https://doi.org/10.1116/1.5143897	journal	July 2020
Metal and Ligand Oxidation States in Dioxolene Complexes: Meaning, Assignment and Control Vlček, Antonín Comments on Inorganic Chemistry, Vol. 16, Issue 4 https://doi.org/10.1080/02603599408035860	journal	August 1994
Bottom-Up Fabrication of Semiconductive Metal-Organic Framework Ultrathin Films Rubio-Giménez, Víctor; Galbiati, Marta; Castells-Gil, Javier Advanced Materials, Vol. 30, Issue 10 https://doi.org/10.1002/adma.201704291	journal	January 2018
Single Crystals of Electrically Conductive Two-Dimensional Metal–Organic Frameworks: Structural and Electrical Transport Properties Day, Robert W.; Bediako, D. Kwabena; Rezaee, Mehdi ACS Central Science, Vol. 5, Issue 12 https://doi.org/10.1021/acscentsci.9b01006	journal	December 2019
Discotic Liquid Crystals for Opto-Electronic Applications ^† ^‡ Kaafarani, Bilal R. Chemistry of Materials, Vol. 23, Issue 3 https://doi.org/10.1021/cm102117c	journal	February 2011
Morphology control strategies for solution-processed organic semiconductor thin films Diao, Ying; Shaw, Leo; Bao, Zhenan Energy Environ. Sci., Vol. 7, Issue 7 https://doi.org/10.1039/C4EE00688G	journal	January 2014
Electrochemical deposition and thermoelectric characterisation of a semiconducting 2-D metal–organic framework thin film de Lourdes Gonzalez-Juarez, Maria; Flores, Eduardo; Martin-Gonzalez, Marisol Journal of Materials Chemistry A, Vol. 8, Issue 26 https://doi.org/10.1039/D0TA04939E	journal	January 2020
Tunable Carrier Type of a Semiconducting 2D Metal–Organic Framework Cu ₃ (HHTP) ₂ de Lourdes Gonzalez-Juarez, Maria; Morales, Carlos; Flege, Jan Ingo ACS Applied Materials & Interfaces, Vol. 14, Issue 10 https://doi.org/10.1021/acsami.2c00089	journal	March 2022
A two-dimensional π–d conjugated coordination polymer with extremely high electrical conductivity and ambipolar transport behaviour Huang, Xing; Sheng, Peng; Tu, Zeyi Nature Communications, Vol. 6, Issue 1 https://doi.org/10.1038/ncomms8408	journal	June 2015
Polymers with Metal-Like Conductivity—A Review of their Synthesis, Structure and Properties Wegner, Gerhard Angewandte Chemie International Edition in English, Vol. 20, Issue 4 https://doi.org/10.1002/anie.198103611	journal	April 1981
Semiconducting and Metallic Polymers: The Fourth Generation of Polymeric Materials (Nobel Lecture) Heeger, Alan J. Angewandte Chemie International Edition, Vol. 40, Issue 14, p. 2591-2611 https://doi.org/10.1002/1521-3773(20010716)40:14<2591::AID-ANIE2591>3.0.CO;2-0	journal	July 2001
Conductivity, Doping, and Redox Chemistry of a Microporous Dithiolene-Based Metal−Organic Framework Kobayashi, Yoji; Jacobs, Benjamin; Allendorf, Mark D. Chemistry of Materials, Vol. 22, Issue 14 https://doi.org/10.1021/cm101238m	journal	July 2010
Electronic Conductivity, Ferrimagnetic Ordering, and Reductive Insertion Mediated by Organic Mixed-Valence in a Ferric Semiquinoid Metal–Organic Framework Darago, Lucy E.; Aubrey, Michael L.; Yu, Chung Jui Journal of the American Chemical Society, Vol. 137, Issue 50 https://doi.org/10.1021/jacs.5b10385	journal	December 2015
Tunable Mixed-Valence Doping toward Record Electrical Conductivity in a Three-Dimensional Metal–Organic Framework Xie, Lilia S.; Sun, Lei; Wan, Ruomeng Journal of the American Chemical Society, Vol. 140, Issue 24 https://doi.org/10.1021/jacs.8b03604	journal	May 2018
Electron delocalization and charge mobility as a function of reduction in a metal–organic framework Aubrey, Michael L.; Wiers, Brian M.; Andrews, Sean C. Nature Materials, Vol. 17, Issue 7 https://doi.org/10.1038/s41563-018-0098-1	journal	June 2018

Similar Records

Conjugated Metal?Organic Macrocycles: Synthesis, Characterization, and Electrical Conductivity

Journal Article · 2022 · J. Am. Chem. Soc. · OSTI ID:1867486

Zasada, Leo B.; Guio, Lorenzo; Kamin, Austin A.; +5 more

Conjugated Metal–Organic Macrocycles: Synthesis, Characterization, and Electrical Conductivity

Journal Article · 2022 · Journal of the American Chemical Society · OSTI ID:1867486

Zasada, Leo B.; Guio, Lorenzo; Kamin, Austin A.; +5 more

Synthesis and characterization of two dimensional metal organic framework of cerium with tetraaza macrocyclic

Journal Article · 2013 · AIP Conference Proceedings · OSTI ID:1867486

Bt Safiin, Nurul Atikah; Yarmo, Ambar; Yamin, Bohari M.

Title: Conjugated Metal?Organic Macrocycles: Synthesis, Characterization, and Electrical Conductivity

Citation Formats

References (54)

Similar Records

Related Subjects