Journal ArticleDOI
Mechanically Stabilized Tetrathiafulvalene Radical Dimers
Ali Coskun,Jason M. Spruell,Gokhan Barin,Albert C. Fahrenbach,Ross S. Forgan,Michael T. Colvin,Raanan Carmieli,Diego Benitez,Ekaterina Tkatchouk,Douglas C. Friedman,Amy A. Sarjeant,Michael R. Wasielewski,William A. Goddard,J. Fraser Stoddart +13 more
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TLDR
It has been proven that the mechanically interlocked nature of the [3]catenanes facilitates the formation of the TTF radical dimers under redox control, allowing an investigation to be performed on these intermolescular interactions in a so-called "molecular flask" under ambient conditions in considerable detail.Abstract:
Two donor−acceptor [3]catenanes—composed of a tetracationic molecular square, cyclobis(paraquat-4,4′-biphenylene), as the π-electron deficient ring and either two tetrathiafulvalene (TTF) and 1,5-dioxynaphthalene (DNP) containing macrocycles or two TTF-butadiyne-containing macrocycles as the π-electron rich components—have been investigated in order to study their ability to form TTF radical dimers. It has been proven that the mechanically interlocked nature of the [3]catenanes facilitates the formation of the TTF radical dimers under redox control, allowing an investigation to be performed on these intermolecular interactions in a so-called “molecular flask” under ambient conditions in considerable detail. In addition, it has also been shown that the stability of the TTF radical-cation dimers can be tuned by varying the secondary binding motifs in the [3]catenanes. By replacing the DNP station with a butadiyne group, the distribution of the TTF radical-cation dimer can be changed from 60% to 100%. These findings have been established by several techniques including cyclic voltammetry, spectroelectrochemistry and UV−vis−NIR and EPR spectroscopies, as well as with X-ray diffraction analysis which has provided a range of solid-state crystal structures. The experimental data are also supported by high-level DFT calculations. The results contribute significantly to our fundamental understanding of the interactions within the TTF radical dimers.read more
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Cucurbituril-Based Molecular Recognition.
Journal ArticleDOI
Rethinking the term “pi-stacking”
TL;DR: In this paper, the authors review experimental and theoretical literature across several fields and conclude that the terms "pi stacking" and "pi-pi interactions" do not accurately describe the forces that drive association between aromatic molecules of the types most commonly studied in chemistry or biology laboratories.
Journal ArticleDOI
Conjugated-Backbone Effect of Organic Small Molecules for n-Type Thermoelectric Materials with ZT over 0.2
Dazhen Huang,Huiying Yao,Yutao Cui,Ye Zou,Fengjiao Zhang,Chao Wang,Hongguang Shen,Wenlong Jin,Jia Zhu,Ying Diao,Wei Xu,Chong-an Di,Daoben Zhu +12 more
TL;DR: Results demonstrate that the modulation of the conjugated backbone represents a powerful strategy for tuning the electronic structure and mobility of organic semiconductors toward a maximum thermoelectric performance.
Journal ArticleDOI
Formation of [3]catenanes from 10 precursors via multicomponent coordination-driven self-assembly of metallarectangles.
Shijun Li,Shijun Li,Jianying Huang,Jianying Huang,Timothy R. Cook,J. Bryant Pollock,Hyunuk Kim,Ki-Whan Chi,Peter J. Stang +8 more
TL;DR: The dynamic catenation process is reversible and can be switched off and on in a controllable manner by successive addition of KPF(6) and 18-crown-6, as monitored by (1)H and (31)P NMR spectroscopy.
Journal ArticleDOI
A Radically Configurable Six-State Compound
Jonathan C. Barnes,Jonathan C. Barnes,Albert C. Fahrenbach,Albert C. Fahrenbach,Dennis Cao,Dennis Cao,Scott M. Dyar,Marco Frasconi,Marc A. Giesener,Diego Benitez,Ekaterina Tkatchouk,O. Chernyashevskyy,Weon Ho Shin,Hao Li,Srinivasan Sampath,Srinivasan Sampath,Charlotte L. Stern,Amy A. Sarjeant,Karel J. Hartlieb,Zhichang Liu,Raanan Carmieli,Youssry Y. Botros,Jang Wook Choi,Alexandra M. Z. Slawin,John B Ketterson,Michael R. Wasielewski,William A. Goddard,William A. Goddard,J. Fraser Stoddart,J. Fraser Stoddart +29 more
TL;DR: The synthesis by radical templation of a class of air- and water-stable organic radicals, trapped within a homo[2]catenane composed of two rigid and fixed cyclobis(paraquat-p-phenylene) rings, proved remarkably resilient to oxygen exposure.
References
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Journal ArticleDOI
The M06 suite of density functionals for main group thermochemistry, thermochemical kinetics, noncovalent interactions, excited states, and transition elements: two new functionals and systematic testing of four M06-class functionals and 12 other functionals
Yan Zhao,Donald G. Truhlar +1 more
TL;DR: The M06-2X meta-exchange correlation function is proposed in this paper, which is parametrized including both transition metals and nonmetals, and is a high-non-locality functional with double the amount of nonlocal exchange.
Journal ArticleDOI
Density functionals with broad applicability in chemistry.
Yan Zhao,Donald G. Truhlar +1 more
TL;DR: This Account compared the performance of the M06-class functionals and one M05-class functional (M05-2X) to that of some popular functionals for diverse databases and their performance on several difficult cases.
Journal ArticleDOI
Electron transfer in a new highly conducting donor-acceptor complex
Journal ArticleDOI
A [2]Catenane-Based Solid State Electronically Reconfigurable Switch
C. P. Collier,Gunter Mattersteig,Eric W. Wong,Yi Luo,K. C. Beverly,José Sampaio,Françisco M. Raymo,J. Fraser Stoddart,James R. Heath +8 more
TL;DR: In this paper, a solid state, electronically addressable, bistable [2]catenane-based molecular switching device was fabricated from a single monolayer of the [2]-Catenane, anchored with phospholipid counterions, and sandwiched between an n-type polycrystalline silicon bottom electrode and a metallic top electrode.
Journal ArticleDOI
A 160-kilobit molecular electronic memory patterned at 10 11 bits per square centimetre
Jonathan Green,Jang Wook Choi,Akram Boukai,Yuri Bunimovich,Ezekiel Johnston-Halperin,Ezekiel Johnston-Halperin,Erica DeIonno,Yi Luo,Yi Luo,Bonnie A. Sheriff,Ke Xu,Young Shik Shin,Hsian-Rong Tseng,J. Fraser Stoddart,James R. Heath +14 more
TL;DR: A 160,000-bit molecular electronic memory circuit, fabricated at a density of 1011 bits cm-2 (pitch 33 nm; memory cell size 0.0011 μm2), that is, roughly analogous to the dimensions of a DRAM circuit projected to be available by 2020.
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