Gram-scale synthesis of a covalent nanocage that preserves the redox properties of encapsulated fullerenes
Abstract
Discrete nanocages provide a way to solubilize, separate, and tune the properties of fullerenes, but these 3D receptors cannot usually be synthesized easily from inexpensive starting materials, limiting their utility. Herein, we describe the first fullerene-binding nanocage (Cage4+) that can be made efficiently on a gram scale. Cage4+ was prepared in up to 57% yield by the formation of pyridinium linkages between complemantary porphyrin components that are themselves readily accessible. Cage4+ binds C60 and C70 with large association constants (>108 M–1), thereby solubilizing these fullerenes in polar solvents. Fullerene association and redox-properties were subsequently investigated across multiple charge states of the host-guest complexes. Remarkably, neutral and singly reduced fullerenes bind with similar strengths, leaving their 0/1– redox couples minimally perturbed and fully reversible, whereas other hosts substantially alter the redox properties of fullerenes. Thus, C60@Cage4+ and C70@Cage4+ may be useful as solubilized fullerene derivatives that preserve the inherent electron-accepting and electron-transfer capabilities of the fullerenes. Fulleride dianions were also found to bind strongly in Cage4+, while further reduction is centered on the host, leading to lowered association of the fulleride guest in the case of C602–.
- Authors:
-
[1];
[1];
[1]
- Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, 123 Bevier Rd, Piscataway, NJ 08854, USA
- Publication Date:
- Research Org.:
- Florida State Univ., Tallahassee, FL (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC)
- OSTI Identifier:
- 1864098
- Alternate Identifier(s):
- OSTI ID: 1904300
- Grant/Contract Number:
- SC0020260
- Resource Type:
- Published Article
- Journal Name:
- Chemical Science
- Additional Journal Information:
- Journal Name: Chemical Science Journal Volume: 13 Journal Issue: 18; Journal ID: ISSN 2041-6520
- Publisher:
- Royal Society of Chemistry (RSC)
- Country of Publication:
- United Kingdom
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; chemistry
Citation Formats
Rothschild, Daniel A., Kopcha, William P., Tran, Aaron, Zhang, Jianyuan, and Lipke, Mark C.. Gram-scale synthesis of a covalent nanocage that preserves the redox properties of encapsulated fullerenes. United Kingdom: N. p., 2022.
Web. doi:10.1039/D2SC00445C.
Rothschild, Daniel A., Kopcha, William P., Tran, Aaron, Zhang, Jianyuan, & Lipke, Mark C.. Gram-scale synthesis of a covalent nanocage that preserves the redox properties of encapsulated fullerenes. United Kingdom. https://doi.org/10.1039/D2SC00445C
Rothschild, Daniel A., Kopcha, William P., Tran, Aaron, Zhang, Jianyuan, and Lipke, Mark C.. Wed .
"Gram-scale synthesis of a covalent nanocage that preserves the redox properties of encapsulated fullerenes". United Kingdom. https://doi.org/10.1039/D2SC00445C.
@article{osti_1864098,
title = {Gram-scale synthesis of a covalent nanocage that preserves the redox properties of encapsulated fullerenes},
author = {Rothschild, Daniel A. and Kopcha, William P. and Tran, Aaron and Zhang, Jianyuan and Lipke, Mark C.},
abstractNote = {Discrete nanocages provide a way to solubilize, separate, and tune the properties of fullerenes, but these 3D receptors cannot usually be synthesized easily from inexpensive starting materials, limiting their utility. Herein, we describe the first fullerene-binding nanocage (Cage4+) that can be made efficiently on a gram scale. Cage4+ was prepared in up to 57% yield by the formation of pyridinium linkages between complemantary porphyrin components that are themselves readily accessible. Cage4+ binds C60 and C70 with large association constants (>108 M–1), thereby solubilizing these fullerenes in polar solvents. Fullerene association and redox-properties were subsequently investigated across multiple charge states of the host-guest complexes. Remarkably, neutral and singly reduced fullerenes bind with similar strengths, leaving their 0/1– redox couples minimally perturbed and fully reversible, whereas other hosts substantially alter the redox properties of fullerenes. Thus, C60@Cage4+ and C70@Cage4+ may be useful as solubilized fullerene derivatives that preserve the inherent electron-accepting and electron-transfer capabilities of the fullerenes. Fulleride dianions were also found to bind strongly in Cage4+, while further reduction is centered on the host, leading to lowered association of the fulleride guest in the case of C602–.},
doi = {10.1039/D2SC00445C},
journal = {Chemical Science},
number = 18,
volume = 13,
place = {United Kingdom},
year = {2022},
month = {5}
}
Free Publicly Available Full Text
Publisher's Version of Record
https://doi.org/10.1039/D2SC00445C
https://doi.org/10.1039/D2SC00445C
Other availability
Search WorldCat to find libraries that may hold this journal
Save to My Library
You must Sign In or Create an Account in order to save documents to your library.
Works referenced in this record:
Host–Guest-Induced Electron Transfer Triggers Radical-Cation Catalysis
journal, January 2020
- Spicer, Rebecca L.; Stergiou, Athanasios D.; Young, Tom A.
- Journal of the American Chemical Society, Vol. 142, Issue 5
Synthesis, aromatization and cavitates of an oxanorbornene-fused dibenzo[ de , qr ]tetracene nanobox
journal, January 2022
- Chen, Han; Xia, Zeming; Miao, Qian
- Chemical Science, Vol. 13, Issue 8
Ferromagnetic Spin Coupling between Endohedral Metallofullerene La@C 82 and a Cyclodimeric Copper Porphyrin upon Inclusion
journal, June 2011
- Hajjaj, Fatin; Tashiro, Kentaro; Nikawa, Hidefumi
- Journal of the American Chemical Society, Vol. 133, Issue 24
C 60 Recognition from Extended Tetrathiafulvalene Bis -acetylide Platinum(II) Complexes
journal, October 2016
- Bastien, Guillaume; Dron, Paul I.; Vincent, Manon
- Organic Letters, Vol. 18, Issue 22
Solubility of Light Fullerenes in Organic Solvents
journal, January 2010
- Semenov, Konstantin N.; Charykov, Nikolai A.; Keskinov, Viktor A.
- Journal of Chemical & Engineering Data, Vol. 55, Issue 1
Selective Separation of Polyaromatic Hydrocarbons by Phase Transfer of Coordination Cages
journal, November 2019
- Zhang, Dawei; Ronson, Tanya K.; Lavendomme, Roy
- Journal of the American Chemical Society, Vol. 141, Issue 48
Highly Strained, Radially π-Conjugated Porphyrinylene Nanohoops
journal, October 2019
- Xu, Youzhi; Gsänger, Sebastian; Minameyer, Martin B.
- Journal of the American Chemical Society, Vol. 141, Issue 46
Selective Binding and Easy Separation of C70 by Nanoscale Self-Assembled Capsules
journal, January 2007
- Huerta, Elisa; Metselaar, Gerald A.; Fragoso, Alex
- Angewandte Chemie International Edition, Vol. 46, Issue 1-2
The Functions of Fullerenes in Hybrid Perovskite Solar Cells
journal, March 2017
- Fang, Yanjun; Bi, Cheng; Wang, Dong
- ACS Energy Letters, Vol. 2, Issue 4
Diffusion NMR of molecular cages and capsules
journal, January 2015
- Avram, Liat; Cohen, Yoram
- Chemical Society Reviews, Vol. 44, Issue 2
Fullerene applications in fuel cells: A review
journal, October 2016
- Coro, Julieta; Suárez, Margarita; Silva, Lays S. R.
- International Journal of Hydrogen Energy, Vol. 41, Issue 40
Self-Assembled Perylene Bisimide-Cored Trigonal Prism as an Electron-Deficient Host for C 60 and C 70 Driven by “Like Dissolves Like”
journal, August 2020
- Chang, Xingmao; Lin, Simin; Wang, Gang
- Journal of the American Chemical Society, Vol. 142, Issue 37
A Shape-Adaptable Organometallic Supramolecular Coordination Cage for the Encapsulation of Fullerenes
journal, September 2018
- Martínez-Agramunt, Víctor; Gusev, Dmitry G.; Peris, Eduardo
- Chemistry - A European Journal, Vol. 24, Issue 55
Photoactive preorganized subphthalocyanine-based molecular tweezers for selective complexation of fullerenes
journal, January 2020
- Zango, Germán; Krug, Marcel; Krishna, Swathi
- Chemical Science, Vol. 11, Issue 13
Supramolecular Receptor Design: Anion-Triggered Binding of C60
journal, October 2006
- Nielsen, Kent A.; Cho, Won-Seob; Sarova, Ginka H.
- Angewandte Chemie International Edition, Vol. 45, Issue 41
Near‐IR Absorption Spectra for the Buckminsterfullerene Anions: an Experimental and Theoretical Study
journal, July 1992
- Lawson, Del R.; Feldheim, Daniel L.; Foss, Colby A.
- Journal of The Electrochemical Society, Vol. 139, Issue 7
Supramolecular catalysis based on discrete heterometallic coordination-driven metallacycles and metallacages
journal, May 2019
- Gao, Wen-Xi; Zhang, Hai-Ning; Jin, Guo-Xin
- Coordination Chemistry Reviews, Vol. 386
Coronene Nanophase within Coordination Spheres: Increased Solubility of C 60
journal, February 2010
- Suzuki, Kosuke; Takao, Kiyotaka; Sato, Sota
- Journal of the American Chemical Society, Vol. 132, Issue 8
Separation and Selective Formation of Fullerene Adducts within an M II 8 L 6 Cage
journal, December 2016
- Brenner, Wolfgang; Ronson, Tanya K.; Nitschke, Jonathan R.
- Journal of the American Chemical Society, Vol. 139, Issue 1
Multicomponent Platinum(II) Cages with Tunable Emission and Amino Acid Sensing
journal, March 2017
- Zhang, Mingming; Saha, Manik Lal; Wang, Ming
- Journal of the American Chemical Society, Vol. 139, Issue 14
Pd(II) Coordination Sphere Engineering: Pyridine Cages, Quinoline Bowls, and Heteroleptic Pills Binding One or Two Fullerenes
journal, May 2019
- Chen, Bin; Holstein, Julian J.; Horiuchi, Shinnosuke
- Journal of the American Chemical Society, Vol. 141, Issue 22
Electrochemistry of Fullerenes and Their Derivatives
journal, September 1998
- Echegoyen, Luis; Echegoyen, Lourdes E.
- Accounts of Chemical Research, Vol. 31, Issue 9, p. 593-601
A Highly C 70 Selective Shape-Persistent Rectangular Prism Constructed through One-Step Alkyne Metathesis
journal, December 2011
- Zhang, Chenxi; Wang, Qi; Long, Hai
- Journal of the American Chemical Society, Vol. 133, Issue 51
Large π-Extended and Curved Carbon Nanorings as Carbon Nanotube Segments
journal, October 2021
- Wang, Jinyi; Zhang, Xinyu; Jia, Hongxing
- Accounts of Chemical Research, Vol. 54, Issue 22
Fullerene-templated synthesis of a cyclic porphyrin trimer using olefin metathesis
journal, January 2011
- Mulholland, Amy R.; Woodward, Clint P.; Langford, Steven J.
- Chem. Commun., Vol. 47, Issue 5
Inclusion of C60 into an adjustable porphyrin dimer generated by dynamic disulfide chemistry
journal, January 2005
- Kieran, Amy L.; Pascu, Sofia I.; Jarrosson, Thibaut
- Chemical Communications, Issue 10
Hemicarceplex Formation With a Cyclotriveratrylene-Based Molecular Cage Allows Isolation of High-Purity (≥99.0%) C 70 Directly from Fullerene Extracts
journal, December 2012
- Li, Ming-Jhe; Huang, Chi-Hao; Lai, Chien-Chen
- Organic Letters, Vol. 14, Issue 24
Anisotropic Expansion of an M 2 L 4 Coordination Capsule: Host Capability and Frame Rearrangement
journal, February 2015
- Yamashina, Masahiro; Yuki, Tsubasa; Sei, Yoshihisa
- Chemistry - A European Journal, Vol. 21, Issue 11
Discrete Fulleride Anions and Fullerenium Cations
journal, March 2000
- Reed, Christopher A.; Bolskar, Robert D.
- Chemical Reviews, Vol. 100, Issue 3
A Chichibabin’s Hydrocarbon-Based Molecular Cage: The Impact of Structural Rigidity on Dynamics, Stability, and Electronic Properties
journal, June 2020
- Ni, Yong; Gordillo-Gámez, Fernando; Peña Alvarez, Miriam
- Journal of the American Chemical Society, Vol. 142, Issue 29
Supramolecular Multicomponent Self-Assembly of Shape-Adaptive Nanoprisms: Wrapping up C 60 with Three Porphyrin Units
journal, June 2008
- Schmittel, Michael; He, Bice; Mal, Prasenjit
- Organic Letters, Vol. 10, Issue 12
Self-Assembled Carcerand-like Cage with a Thermoregulated Selective Binding Preference for Purification of High-Purity C 60 and C 70
journal, November 2018
- Sun, Weidong; Wang, Ying; Ma, Lishuang
- The Journal of Organic Chemistry, Vol. 83, Issue 23
Wraparound Hosts for Fullerenes: Tailored Macrocycles and Cages
journal, September 2011
- Canevet, David; Pérez, Emilio M.; Martín, Nazario
- Angewandte Chemie International Edition, Vol. 50, Issue 40
A Double Concave Hydrocarbon Buckycatcher
journal, April 2007
- Sygula, Andrzej; Fronczek, Frank R.; Sygula, Renata
- Journal of the American Chemical Society, Vol. 129, Issue 13
Ion mobility–mass spectrometry of supramolecular complexes and assemblies
journal, December 2018
- Kalenius, Elina; Groessl, Michael; Rissanen, Kari
- Nature Reviews Chemistry, Vol. 3, Issue 1
Pyrene-Edged Fe II 4 L 6 Cages Adaptively Reconfigure During Guest Binding
journal, October 2014
- Ronson, Tanya K.; League, Aaron B.; Gagliardi, Laura
- Journal of the American Chemical Society, Vol. 136, Issue 44
Electroreduction of Buckminsterfullerene, C60, in aprotic solvents. Solvent, supporting electrolyte, and temperature effects
journal, August 1992
- Dubois, Dominique; Moninot, Gilles; Kutner, Wlodzimierz
- The Journal of Physical Chemistry, Vol. 96, Issue 17
Structurally-variable, rigid and optically-active D2 and D3 macrocycles possessing recognition properties towards C60
journal, January 2010
- Coluccini, Carmine; Dondi, Daniele; Caricato, Marco
- Organic & Biomolecular Chemistry, Vol. 8, Issue 7
3,6-Fluoren[5]arenes: synthesis, structure and complexation with fullerenes C 60 and C 70
journal, January 2021
- Wang, Jia-Qi; Han, Ying; Chen, Chuan-Feng
- Chemical Communications, Vol. 57, Issue 33
Complexation of Carbon Nanorings with Fullerenes: Supramolecular Dynamics and Structural Tuning for a Fullerene Sensor
journal, November 2003
- Kawase, Takeshi; Tanaka, Kenji; Seirai, Yohko
- Angewandte Chemie International Edition, Vol. 42, Issue 45
Macrocyclic Hosts for Fullerenes: Extreme Changes in Binding Abilities with Small Structural Variations.
journal, February 2011
- Canevet, David; Gallego, María; Isla, Helena
- Journal of the American Chemical Society, Vol. 133, Issue 9
A Peanut‐Shaped Polyaromatic Capsule: Solvent‐Dependent Transformation and Electronic Properties of a Non‐Contacted Fullerene Dimer
journal, June 2019
- Matsumoto, Kyosuke; Kusaba, Shunsuke; Tanaka, Yuya
- Angewandte Chemie International Edition, Vol. 58, Issue 25
Supramolecular Structures and Photoelectronic Properties of the Inclusion Complex of a Cyclic Free-Base Porphyrin Dimer and C60
journal, August 2010
- Nobukuni, Hirofumi; Shimazaki, Yuichi; Uno, Hidemitsu
- Chemistry - A European Journal, Vol. 16, Issue 38
Gas-Phase Structural Analysis of Supramolecular Assemblies
journal, April 2021
- Polewski, Lukasz; Springer, Andreas; Pagel, Kevin
- Accounts of Chemical Research, Vol. 54, Issue 10
A Porphyrin Nanobarrel That Encapsulates C 60
journal, October 2010
- Song, Jianxin; Aratani, Naoki; Shinokubo, Hiroshi
- Journal of the American Chemical Society, Vol. 132, Issue 46
Tuning the Redox Properties of Fullerene Clusters within a Metal–Organic Capsule
journal, August 2017
- Rizzuto, Felix J.; Wood, Daniel M.; Ronson, Tanya K.
- Journal of the American Chemical Society, Vol. 139, Issue 32
Selective Extraction of C 70 by a Tetragonal Prismatic Porphyrin Cage
journal, September 2018
- Shi, Yi; Cai, Kang; Xiao, Hai
- Journal of the American Chemical Society, Vol. 140, Issue 42
Facile Catch and Release of Fullerenes Using a Photoresponsive Molecular Tube
journal, August 2013
- Kishi, Norifumi; Akita, Munetaka; Kamiya, Motoshi
- Journal of the American Chemical Society, Vol. 135, Issue 35
A Self‐Assembled Palladium(II) Barrel for Binding of Fullerenes and Photosensitization Ability of the Fullerene‐Encapsulated Barrel
journal, May 2021
- Purba, Prioti Choudhury; Maity, Manoranjan; Bhattacharyya, Soumalya
- Angewandte Chemie International Edition, Vol. 60, Issue 25
Emerging electronic applications of fullerene derivatives: an era beyond OPV
journal, January 2021
- Liu, Jian; Qiu, Li; Shao, Shuyan
- Journal of Materials Chemistry C, Vol. 9, Issue 45
A Self-Assembled M8L6 Cubic Cage that Selectively Encapsulates Large Aromatic Guests
journal, March 2011
- Meng, Wenjing; Breiner, Boris; Rissanen, Kari
- Angewandte Chemie International Edition, Vol. 50, Issue 15
Anion Exchange Drives Reversible Phase Transfer of Coordination Cages and Their Cargoes
journal, October 2018
- Grommet, Angela B.; Hoffman, Jack B.; Percástegui, Edmundo G.
- Journal of the American Chemical Society, Vol. 140, Issue 44
Light triggered encapsulation and release of C60 with a photoswitchable TPE-based supramolecular tweezers
journal, July 2019
- Samanta, Mousumi; Rananaware, Anushri; Nadimetla, Dinesh N.
- Scientific Reports, Vol. 9, Issue 1
Reversible reduction drives anion ejection and C 60 binding within an FeII4L 6 cage
journal, January 2020
- Lu, Zhenpin; Ronson, Tanya K.; Nitschke, Jonathan R.
- Chemical Science, Vol. 11, Issue 4
Strategies for Reversible Guest Uptake and Release from Metallosupramolecular Architectures
journal, September 2018
- Kim, Tae Y.; Vasdev, Roan A. S.; Preston, Dan
- Chemistry - A European Journal, Vol. 24, Issue 56
Ion Mobility Mass Spectrometry Uncovers Guest‐Induced Distortions in a Supramolecular Organometallic Metallosquare
journal, June 2021
- Vicent, Cristian; Martinez‐Agramunt, Victor; Gandhi, Viraj
- Angewandte Chemie International Edition, Vol. 60, Issue 28
Coordination-driven assemblies based on meso-substituted porphyrins: Metal-organic cages and a new type of meso-metallaporphyrin macrocycles
journal, March 2020
- Percástegui, Edmundo G.; Jancik, Vojtech
- Coordination Chemistry Reviews, Vol. 407
A covalent organic cage compound acting as a supramolecular shadow mask for the regioselective functionalization of C 60
journal, January 2020
- Leonhardt, Viktoria; Fimmel, Stefanie; Krause, Ana-Maria
- Chemical Science
Giant Electroactive M 4 L 6 Tetrahedral Host Self-Assembled with Fe(II) Vertices and Perylene Bisimide Dye Edges
journal, October 2013
- Mahata, Kingsuk; Frischmann, Peter D.; Würthner, Frank
- Journal of the American Chemical Society, Vol. 135, Issue 41
Fullerenes for rechargeable battery applications: Recent developments and future perspectives
journal, April 2021
- Jiang, Zhipeng; Zhao, Yuming; Lu, Xing
- Journal of Energy Chemistry, Vol. 55
An M 2 L 4 Molecular Capsule with an Anthracene Shell: Encapsulation of Large Guests up to 1 nm
journal, July 2011
- Kishi, Norifumi; Li, Zhiou; Yoza, Kenji
- Journal of the American Chemical Society, Vol. 133, Issue 30
Size-selective encapsulation of C 60 and C 60 -derivatives within an adaptable naphthalene-based tetragonal prismatic supramolecular nanocapsule
journal, January 2019
- García-Simón, Cristina; Monferrer, Alba; Garcia-Borràs, Marc
- Chemical Communications, Vol. 55, Issue 6
Long-Lived C 60 Radical Anion Stabilized Inside an Electron-Deficient Coordination Cage
journal, June 2021
- Hasegawa, Shota; Meichsner, Shari L.; Holstein, Julian J.
- Journal of the American Chemical Society, Vol. 143, Issue 26
Pathway-Dependent Post-assembly Modification of an Anthracene-Edged M II 4 L 6 Tetrahedron
journal, August 2016
- Ronson, Tanya K.; Pilgrim, Ben S.; Nitschke, Jonathan R.
- Journal of the American Chemical Society, Vol. 138, Issue 33
A C 60 -Templated Tetrameric Porphyrin Barrel Complex via Zinc-Mediated Self-Assembly Utilizing Labile Capping Ligands
journal, December 2013
- Nakamura, Takashi; Ube, Hitoshi; Miyake, Ryosuke
- Journal of the American Chemical Society, Vol. 135, Issue 50
Supramolecular Coordination: Self-Assembly of Finite Two- and Three-Dimensional Ensembles
journal, November 2011
- Chakrabarty, Rajesh; Mukherjee, Partha Sarathi; Stang, Peter J.
- Chemical Reviews, Vol. 111, Issue 11, p. 6810-6918
Platinum(II)-Based Convex Trigonal-Prismatic Cages via Coordination-Driven Self-Assembly and C 60 Encapsulation
journal, September 2017
- Zhang, Mingming; Xu, Hongchuang; Wang, Ming
- Inorganic Chemistry, Vol. 56, Issue 20
A three-shell supramolecular complex enables the symmetry-mismatched chemo- and regioselective bis-functionalization of C60
journal, April 2021
- Ubasart, Ernest; Borodin, Oleg; Fuertes-Espinosa, Carles
- Nature Chemistry, Vol. 13, Issue 5
The Influence of Redox-Active Linkers on the Stability and Physical Properties of a Highly Electroactive Porphyrin Nanoprism
journal, August 2020
- Dutton, Kaitlyn G.; Rothschild, Daniel A.; Pastore, Dakota B.
- Inorganic Chemistry, Vol. 59, Issue 17
A Size‐Flexible Organometallic Box for the Encapsulation of Fullerenes
journal, March 2019
- Martínez‐Agramunt, Victor; Eder, Tobias; Darmandeh, Heidar
- Angewandte Chemie International Edition, Vol. 58, Issue 17
Advances in supramolecular host-mediated reactivity
journal, November 2020
- Morimoto, Mariko; Bierschenk, Stephen M.; Xia, Kay T.
- Nature Catalysis, Vol. 3, Issue 12
The Green Box: An Electronically Versatile Perylene Diimide Macrocyclic Host for Fullerenes
journal, November 2019
- Barendt, Timothy A.; Myers, William K.; Cornes, Stuart P.
- Journal of the American Chemical Society, Vol. 142, Issue 1
Specific and Oriented Encapsulation of Fullerene C 70 into a Supramolecular Double-Decker Cage Composed of Shape-Persistent Macrocycles
journal, October 2018
- Kawano, Shin-ichiro; Fukushima, Tomoaki; Tanaka, Kentaro
- Angewandte Chemie International Edition, Vol. 57, Issue 45
Sponge-like molecular cage for purification of fullerenes
journal, November 2014
- García-Simón, Cristina; Garcia-Borràs, Marc; Gómez, Laura
- Nature Communications, Vol. 5, Issue 1
Strategies for binding multiple guests in metal–organic cages
journal, March 2019
- Rizzuto, Felix J.; von Krbek, Larissa K. S.; Nitschke, Jonathan R.
- Nature Reviews Chemistry, Vol. 3, Issue 4
Molecular recognition in curved π-systems: effects of π-lengthening of tubular molecules on thermodynamics and structures
journal, January 2015
- Matsuno, Taisuke; Sato, Sota; Iizuka, Ryosuke
- Chemical Science, Vol. 6, Issue 2
Inclusion of [60]Fullerene in a Self-assembled Homooxacalix[3]arene-based Dimeric Capsule Constructed by a PdII–pyridine Interaction. The Li+-binding to the Lower Rims can Improve the Inclusion Ability
journal, March 2000
- Ikeda, Atsushi; Udzu, Hiromi; Yoshimura, Makoto
- Tetrahedron, Vol. 56, Issue 13
Guest-Induced Transformation of a Porphyrin-Edged Fe II 4 L 6 Capsule into a Cu I Fe II 2 L 4 Fullerene Receptor
journal, February 2015
- Wood, Daniel M.; Meng, Wenjing; Ronson, Tanya K.
- Angewandte Chemie International Edition, Vol. 54, Issue 13