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Journal articles on the topic 'Interlocked molecules'

Author: Grafiati

Published: 4 June 2021

Last updated: 1 February 2022

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1

Niemeyer, Jochen, and Noel Pairault. "Chiral Mechanically Interlocked Molecules – Applications of Rotaxanes, Catenanes and Molecular Knots in Stereoselective Chemosensing and Catalysis." Synlett 29, no. 06 (2018): 689–98. http://dx.doi.org/10.1055/s-0036-1591934.

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Interlocked molecules, such as rotaxanes, catenanes, and molecular knots, offer conceptually new possibilities for the generation of chiral chemosensors and catalysts. Due to the presence of the mechanical or topological bond, interlocked molecules can be used to design functional systems with unprecedented features, such as switchability and deep binding cavities. In addition, classical elements of chirality can be supplemented with mechanical or topological chirality, which have so far only scarcely been employed as sources of chirality for stereoselective applications. This minireview discu

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2

Aprahamian, Ivan, Ognjen Š. Miljanic, William R. Dichtel, et al. "Clicked Interlocked Molecules." Bulletin of the Chemical Society of Japan 80, no. 10 (2007): 1856–69. http://dx.doi.org/10.1246/bcsj.80.1856.

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3

Haussmann, Philip C., and J. Fraser Stoddart. "Synthesizing interlocked molecules dynamically." Chemical Record 9, no. 2 (2009): 136–54. http://dx.doi.org/10.1002/tcr.20173.

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4

Sasabe, Hisahiro, and Toshikazu Takata. "Design and construction of photoinduced electron transfer systems based on [60]fullerene and porphyrin-containing [2]rotaxanes." Journal of Porphyrins and Phthalocyanines 11, no. 05 (2007): 334–41. http://dx.doi.org/10.1142/s1088424607000370.

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This review explores recent developments of photoinduced electron transfer systems based on interlocked molecules, especially [60]fullerene ( C 60) and porphyrin-containing [2]rotaxanes. A number of synthetic methodologies for the construction of C 60-containing interlocked molecules with various photo- and electro-active moieties, such as metalloporphyrins, metallophthalocyanines, triarylamines, and ferrocenes, in addition to the photoinduced electron transfer behaviors of these interlocked molecules, are examined. A synthetic strategy for a multi-step photoinduced electron transfer system ba

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5

Hu, Fang, Ziyong Li, Xing Li, Jun Yin, and Sheng Liu. "Photochromism in Mechanically Interlocked Molecules." Current Organic Chemistry 21, no. 5 (2017): 450–62. http://dx.doi.org/10.2174/1385272820666160919105428.

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6

Sliwa, Wanda, and Teresa Zujewska. "Interlocked Molecules Containing Quaternary Azaaromatic Moieties." HETEROCYCLES 65, no. 7 (2005): 1713. http://dx.doi.org/10.3987/rev-05-596.

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7

Ikeda, Taichi, and James Fraser Stoddart. "Electrochromic materials using mechanically interlocked molecules." Science and Technology of Advanced Materials 9, no. 1 (2008): 014104. http://dx.doi.org/10.1088/1468-6996/9/1/014104.

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8

Pease, Anthony R., Jan O. Jeppesen, J. Fraser Stoddart, Yi Luo, C. Patrick Collier, and James R. Heath. "Switching Devices Based on Interlocked Molecules†." Accounts of Chemical Research 34, no. 6 (2001): 433–44. http://dx.doi.org/10.1021/ar000178q.

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9

Credi, Alberto. "Artificial nanomachines based on interlocked molecules." Journal of Physics: Condensed Matter 18, no. 33 (2006): S1779—S1795. http://dx.doi.org/10.1088/0953-8984/18/33/s01.

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10

Wang, Chi-Hsien, Kai-Jen Chen, Tsung-Huan Wu, et al. "Ring rotation of ferrocene in interlocked molecules in single crystals." Chemical Science 12, no. 11 (2021): 3871–75. http://dx.doi.org/10.1039/d0sc06876d.

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11

RAYMO, F. M., and J. F. STODDART. "ChemInform Abstract: Mechanically Interlocked Molecules: Prototypes of Molecular Machinery." ChemInform 28, no. 25 (2010): no. http://dx.doi.org/10.1002/chin.199725294.

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12

Zhang, Ying-Ying, Feng-Yi Qiu, Hua-Tian Shi, and Weibin Yu. "Self-assembly and guest-induced disassembly of triply interlocked [2]catenanes." Chemical Communications 57, no. 24 (2021): 3010–13. http://dx.doi.org/10.1039/d0cc08052g.

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Two triply interlocked [2]catenanes and one simple metallacage were constructed by tuning the widths of the organometallic dinuclear building blocks, and the interlocked architectures were disassembled by large aromatic molecules.

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13

Griffiths, Kirsten E., and J. Fraser Stoddart. "Template-directed synthesis of donor/acceptor [2]catenanes and [2]rotaxanes." Pure and Applied Chemistry 80, no. 3 (2008): 485–506. http://dx.doi.org/10.1351/pac200880030485.

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The synthesis of mechanically interlocked molecular compounds has advanced by leaps and bounds since the early days of statistical methods and covalent-directing strategies. Template-directed synthesis has emerged as the method of choice for the construction of increasingly complex and functional [2]catenanes and [2]rotaxanes. In particular, mechanically interlocked molecules employing π-donating and π-accepting recognition units have been produced with remarkable efficiencies and show great promise in technologies as diverse as molecular electronics and drug delivery.

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14

Zhou, He-Ye, Ying Han, and Chuan-Feng Chen. "pH-Controlled motions in mechanically interlocked molecules." Materials Chemistry Frontiers 4, no. 1 (2020): 12–28. http://dx.doi.org/10.1039/c9qm00546c.

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15

Davis, Jason J., Grzegorz A. Orlowski, Habibur Rahman, and Paul D. Beer. "Mechanically interlocked and switchable molecules at surfaces." Chem. Commun. 46, no. 1 (2010): 54–63. http://dx.doi.org/10.1039/b915122b.

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16

Chang, Theresa, Aaron M. Heiss, Stuart J. Cantrill, et al. "Toward Interlocked Molecules beyond Catenanes and Rotaxanes." Organic Letters 2, no. 19 (2000): 2943–46. http://dx.doi.org/10.1021/ol006187g.

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17

Kwan, Chak-Shing, and Ken Cham-Fai Leung. "Development and advancement of rotaxane dendrimers as switchable macromolecular machines." Materials Chemistry Frontiers 4, no. 10 (2020): 2825–44. http://dx.doi.org/10.1039/d0qm00368a.

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Rotaxane dendrimers are a newly emerging large family of mechanically interlocked molecules (MIMs), which combine the concept of molecular switching properties into hyperbranched dendrimers to render new macromolecular machines.

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18

Wu, Qiong, Phillip M. Rauscher, Xiaolong Lang, et al. "Poly[n]catenanes: Synthesis of molecular interlocked chains." Science 358, no. 6369 (2017): 1434–39. http://dx.doi.org/10.1126/science.aap7675.

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As the macromolecular version of mechanically interlocked molecules, mechanically interlocked polymers are promising candidates for the creation of sophisticated molecular machines and smart soft materials. Poly[n]catenanes, where the molecular chains consist solely of interlocked macrocycles, contain one of the highest concentrations of topological bonds. We report, herein, a synthetic approach toward this distinctive polymer architecture in high yield (~75%) via efficient ring closing of rationally designed metallosupramolecular polymers. Light-scattering, mass spectrometric, and nuclear mag

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19

Sluysmans, Damien, and J. Fraser Stoddart. "The Burgeoning of Mechanically Interlocked Molecules in Chemistry." Trends in Chemistry 1, no. 2 (2019): 185–97. http://dx.doi.org/10.1016/j.trechm.2019.02.013.

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20

Barin, Gokhan, Ali Coskun, Moustafa M. G. Fouda та J. Fraser Stoddart. "Mechanically Interlocked Molecules Assembled by π-π Recognition". ChemPlusChem 77, № 3 (2012): 159–85. http://dx.doi.org/10.1002/cplu.201100075.

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21

Loeb, Stephen J. "Selective Synthesis of Interlocked Molecules with Topological Chirality." Chem 5, no. 6 (2019): 1357–58. http://dx.doi.org/10.1016/j.chempr.2019.05.014.

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22

Caballero, Antonio, Fabiola Zapata, and Paul D. Beer. "Interlocked host molecules for anion recognition and sensing." Coordination Chemistry Reviews 257, no. 17-18 (2013): 2434–55. http://dx.doi.org/10.1016/j.ccr.2013.01.016.

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23

Lewis, James E. M., Paul D. Beer, Stephen J. Loeb, and Stephen M. Goldup. "Metal ions in the synthesis of interlocked molecules and materials." Chemical Society Reviews 46, no. 9 (2017): 2577–91. http://dx.doi.org/10.1039/c7cs00199a.

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24

Nisanci, Bilal, Sinem Sahinoglu, Esra Tuner, et al. "Synthesis of an F-BODIPY [2]catenane using the chemistry of bis(dipyrrinato)metal complexes." Chemical Communications 53, no. 92 (2017): 12418–21. http://dx.doi.org/10.1039/c7cc07021g.

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25

Stoddart, J. Fraser. "Mechanically Interlocked Molecules (MIMs)-Molecular Shuttles, Switches, and Machines (Nobel Lecture)." Angewandte Chemie International Edition 56, no. 37 (2017): 11094–125. http://dx.doi.org/10.1002/anie.201703216.

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26

Wang, Wei, Li-Jun Chen, Xu-Qing Wang, et al. "Organometallic rotaxane dendrimers with fourth-generation mechanically interlocked branches." Proceedings of the National Academy of Sciences 112, no. 18 (2015): 5597–601. http://dx.doi.org/10.1073/pnas.1500489112.

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Mechanically interlocked molecules, such as catenanes, rotaxanes, and knots, have applications in information storage, switching devices, and chemical catalysis. Rotaxanes are dumbbell-shaped molecules that are threaded through a large ring, and the relative motion of the two components along each other can respond to external stimuli. Multiple rotaxane units can amplify responsiveness, and repetitively branched molecules—dendrimers—can serve as vehicles for assembly of many rotaxanes on single, monodisperse compounds. Here, we report the synthesis of higher-generation rotaxane dendrimers by a

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27

Lewis, James E. M., Marzia Galli, and Stephen M. Goldup. "Properties and emerging applications of mechanically interlocked ligands." Chemical Communications 53, no. 2 (2017): 298–312. http://dx.doi.org/10.1039/c6cc07377h.

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28

Jamieson, E. M. G., F. Modicom, and S. M. Goldup. "Chirality in rotaxanes and catenanes." Chemical Society Reviews 47, no. 14 (2018): 5266–311. http://dx.doi.org/10.1039/c8cs00097b.

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29

Hoyas Pérez, Nadia, and James E. M. Lewis. "Synthetic strategies towards mechanically interlocked oligomers and polymers." Organic & Biomolecular Chemistry 18, no. 35 (2020): 6757–80. http://dx.doi.org/10.1039/d0ob01583k.

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30

Kim, Kimoon. "Mechanically interlocked molecules incorporating cucurbituril and their supramolecular assemblies." Chemical Society Reviews 31, no. 2 (2002): 96–107. http://dx.doi.org/10.1039/a900939f.

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31

Glink, Peter T., Cesare Schiavo, J. Fraser Stoddart, and David J. Williams. "The genesis of a new range of interlocked molecules." Chemical Communications, no. 13 (1996): 1483. http://dx.doi.org/10.1039/cc9960001483.

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32

Chang, Theresa, Aaron M. Heiss, Stuart J. Cantrill, et al. "ChemInform Abstract: Toward Interlocked Molecules Beyond Catenanes and Rotaxanes." ChemInform 31, no. 52 (2000): no. http://dx.doi.org/10.1002/chin.200052063.

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33

Glink, Peter T., and J. Fraser Stoddart. "ChemInform Abstract: New Modules - New Families of Interlocked Molecules." ChemInform 30, no. 44 (2010): no. http://dx.doi.org/10.1002/chin.199944319.

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34

Martinez-Cuezva, Alberto, Carmen Lopez-Leonardo, Mateo Alajarin та Jose Berna. "Stereocontrol in the Synthesis of β-Lactams Arising from the Interlocked Structure of Benzylfumaramide-Based Hydrogen-Bonded [2]Rotaxanes". Synlett 30, № 08 (2019): 893–902. http://dx.doi.org/10.1055/s-0037-1611705.

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β-Lactams are highly valuable compounds due to their antibiotic activity. Among the number of well-established methodologies for building this privileged scaffold, our research group has settled on a novel synthetic approach for their preparation. This Account focuses on our latest progress in the synthesis of these compounds through a novel base-promoted intramolecular cyclization of benzylfumaramide-based rotaxanes. The mechanical bond plays a significant role in the process by activating the cyclization inside the macrocycle void, avoiding the formation of byproducts and fully controlling t

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35

La Cognata, Sonia, Ana Miljkovic, Riccardo Mobili, Greta Bergamaschi, and Valeria Amendola. "Organic Cages as Building Blocks for Mechanically Interlocked Molecules: Towards Molecular Machines." ChemPlusChem 85, no. 6 (2020): 1145–55. http://dx.doi.org/10.1002/cplu.202000274.

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36

Safarnejad Shad, Mastaneh, Pulikkal Veettil Santhini, and Wim Dehaen. "1,2,3-Triazolium macrocycles in supramolecular chemistry." Beilstein Journal of Organic Chemistry 15 (September 12, 2019): 2142–55. http://dx.doi.org/10.3762/bjoc.15.211.

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In this short review, we describe different pathways for synthesizing 1,2,3-triazolium macrocycles and focus on their application in different areas of supramolecular chemistry. The synthesis is mostly relying on the well-known “click reaction” (CuAAC) leading to 1,4-disubstituted 1,2,3-triazoles that then can be quaternized. Applications of triazolium macrocycles thus prepared include receptors for molecular recognition of anionic species, pH sensors, mechanically interlocked molecules, molecular machines, and molecular reactors.

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37

Nakazono, Kazuko, and Toshikazu Takata. "Mechanical Chirality of Rotaxanes: Synthesis and Function." Symmetry 12, no. 1 (2020): 144. http://dx.doi.org/10.3390/sym12010144.

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Mechanically chiral molecules have attracted considerable attention due to their property and function based on its unique interlocked structure. This review covers the recent advances in the synthesis and function of interlocked rotaxanes with mechanical chirality along with their dynamic and complex stereochemistry. The application of mechanically chiral rotaxanes to control the polymer helical structure is also introduced, where amplification of mechanical chirality appears to cause the macroscopic polymer property change, suggesting the potential applicability of mechanical chirality in po

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38

Barry, Dawn E., David F. Caffrey, and Thorfinnur Gunnlaugsson. "Lanthanide-directed synthesis of luminescent self-assembly supramolecular structures and mechanically bonded systems from acyclic coordinating organic ligands." Chemical Society Reviews 45, no. 11 (2016): 3244–74. http://dx.doi.org/10.1039/c6cs00116e.

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This review focuses on recent developments made in the area of lanthanide directed synthesis/formation of supramolecular self-assembly structures including the formation of complexes/bundles, helicates, MOFs and interlocked molecules.

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39

Gavina, Pablo, and Sergio Tatay. "Synthetic Strategies for the Construction of Threaded and Interlocked Molecules." Current Organic Synthesis 7, no. 1 (2010): 24–43. http://dx.doi.org/10.2174/157017910790820346.

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40

Barin, Gokhan, Ali Coskun, Moustafa M. G. Fouda, and J. Fraser Stoddart. "ChemInform Abstract: Mechanically Interlocked Molecules Assembled by .pi±pi. Recognition." ChemInform 43, no. 32 (2012): no. http://dx.doi.org/10.1002/chin.201232277.

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41

Caballero, Antonio, Fabiola Zapata, and Paul D. Beer. "ChemInform Abstract: Interlocked Host Molecules for Anion Recognition and Sensing." ChemInform 45, no. 33 (2014): no. http://dx.doi.org/10.1002/chin.201433267.

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42

Stoddart, J. Fraser. "Putting Mechanically Interlocked Molecules (MIMs) to Work in Tomorrow’s World." Angewandte Chemie International Edition 53, no. 42 (2014): 11102–4. http://dx.doi.org/10.1002/anie.201408043.

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43

Mitra, R., M. Thiele, F. Octa-Smolin, M. C. Letzel, and J. Niemeyer. "A bifunctional chiral [2]catenane based on 1,1′-binaphthyl-phosphates." Chemical Communications 52, no. 35 (2016): 5977–80. http://dx.doi.org/10.1039/c6cc01980c.

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A novel [2]catenane, featuring two chiral 1,1′-binaphthyl-phosphates, was synthesised by ring-closing metathesis. The resulting bifunctional catenane was used as a chiral interlocked host for the binding of dicationic guest molecules.

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44

Emerson-King, Jack, Richard C. Knighton, Matthew R. Gyton, and Adrian B. Chaplin. "Rotaxane synthesis exploiting the M(i)/M(iii) redox couple." Dalton Transactions 46, no. 35 (2017): 11645–55. http://dx.doi.org/10.1039/c7dt02648j.

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In the context of advancing the use of metal-based building blocks for the construction of new and interesting mechanically interlocked molecules, we herein describe the preparation of rhodium and iridium containing [2]rotaxanes.

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45

Schröder, Hendrik V., and Christoph A. Schalley. "Tetrathiafulvalene – a redox-switchable building block to control motion in mechanically interlocked molecules." Beilstein Journal of Organic Chemistry 14 (August 20, 2018): 2163–85. http://dx.doi.org/10.3762/bjoc.14.190.

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With the rise of artificial molecular machines, control of motion on the nanoscale has become a major contemporary research challenge. Tetrathiafulvalenes (TTFs) are one of the most versatile and widely used molecular redox switches to generate and control molecular motion. TTF can easily be implemented as functional unit into molecular and supramolecular structures and can be reversibly oxidized to a stable radical cation or dication. For over 20 years, TTFs have been key building blocks for the construction of redox-switchable mechanically interlocked molecules (MIMs) and their electrochemic

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46

Sohlberg, Karl. "A Special Issue on Theoretical and Computational Studies of Interlocked Molecules and Molecular Devices." Journal of Computational and Theoretical Nanoscience 3, no. 6 (2006): i—ii. http://dx.doi.org/10.1166/jctn.2006.3073.

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47

Dixon, Isabelle M., and Gwénaël Rapenne. "Bridging the Gap: Making the Link in Mechanically Interlocked Chiral Molecules." Angewandte Chemie International Edition 49, no. 47 (2010): 8792–94. http://dx.doi.org/10.1002/anie.201003298.

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48

Inthasot, Alex, Shun-Te Tung, and Sheng-Hsien Chiu. "Using Alkali Metal Ions To Template the Synthesis of Interlocked Molecules." Accounts of Chemical Research 51, no. 6 (2018): 1324–37. http://dx.doi.org/10.1021/acs.accounts.8b00071.

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49

Aricó, Fabio, Theresa Chang, Stuart J. Cantrill, Saeed I. Khan, and J. Fraser Stoddart. "Template-Directed Synthesis of Multiply Mechanically Interlocked Molecules Under Thermodynamic Control." Chemistry - A European Journal 11, no. 16 (2005): 4655–66. http://dx.doi.org/10.1002/chem.200500148.

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50

Kim, Kimoon. "ChemInform Abstract: Mechanically Interlocked Molecules Incorporating Cucurbituril and Their Supramolecular Assemblies." ChemInform 33, no. 22 (2010): no. http://dx.doi.org/10.1002/chin.200222275.

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