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Collect. Czech. Chem. Commun. 2005, 70, 1493-1576
https://doi.org/10.1135/cccc20051493

Exploring Dynamics and Stereochemistry in Mechanically-Interlocked Compounds

Scott A. Vignon and J. Fraser Stoddart*

California NanoSystems Institute and Department of Chemistry and Biochemistry, University of California, Los Angeles, 405 Hilgard Avenue, Los Angeles, CA 90095-1569, U.S.A.

Crossref Cited-by Linking

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  • Bruns Carson J., Frasconi Marco, Iehl Julien, Hartlieb Karel J., Schneebeli Severin T., Cheng Chuyang, Stupp Samuel I., Stoddart J. Fraser: Redox Switchable Daisy Chain Rotaxanes Driven by Radical–Radical Interactions. J. Am. Chem. Soc. 2014, 136, 4714. <https://doi.org/10.1021/ja500675y>
  • Hartlieb Karel J., Blackburn Anthea K., Schneebeli Severin T., Forgan Ross S., Sarjeant Amy A., Stern Charlotte L., Cao Dennis, Stoddart J. Fraser: Topological isomerism in a chiral handcuff catenane. Chem. Sci. 2014, 5, 90. <https://doi.org/10.1039/C3SC52106K>
  • Forgan Ross S., Blackburn Anthea K., Boyle Megan M., Schneebeli Severin T., Stoddart J. Fraser: The topological and chemical implications of introducing oriented rings to [3]catenanes. Supramolecular Chemistry 2014, 26, 192. <https://doi.org/10.1080/10610278.2013.844812>
  • Cao Dennis, Juríček Michal, Brown Zachary J., Sue Andrew C.-H., Liu Zhichang, Lei Juying, Blackburn Anthea K., Grunder Sergio, Sarjeant Amy A., Coskun Ali, Wang Cheng, Farha Omar K., Hupp Joseph T., Stoddart J. Fraser: Three-Dimensional Architectures Incorporating Stereoregular Donor-Acceptor Stacks. Chem. Eur. J. 2013, 19, 8457. <https://doi.org/10.1002/chem.201300762>
  • Forgan Ross S., Wang Cheng, Friedman Douglas C., Spruell Jason M., Stern Charlotte L., Sarjeant Amy A., Cao Dennis, Stoddart J. Fraser: Donor-Acceptor Ring-in-Ring Complexes. Chemistry A European Journal 2012, 18, 202. <https://doi.org/10.1002/chem.201102919>
  • Boyle Megan M., Gassensmith Jeremiah J., Whalley Adam C., Forgan Ross S., Smaldone Ronald A., Hartlieb Karel J., Blackburn Anthea K., Sauvage Jean-Pierre, Stoddart J. Fraser: Stereochemistry of Molecular Figures-of-Eight. Chem. Eur. J. 2012, 18, 10312. <https://doi.org/10.1002/chem.201202070>
  • Fahrenbach Albert C., Zhu Zhixue, Cao Dennis, Liu Wei-Guang, Li Hao, Dey Sanjeev K., Basu Subhadeep, Trabolsi Ali, Botros Youssry Y., Goddard William A., Stoddart J. Fraser: Radically Enhanced Molecular Switches. J. Am. Chem. Soc. 2012, 134, 16275. <https://doi.org/10.1021/ja306044r>
  • Forgan Ross S., Gassensmith Jeremiah J., Cordes David B., Boyle Megan M., Hartlieb Karel J., Friedman Douglas C., Slawin Alexandra M. Z., Stoddart J. Fraser: Self-Assembly of a [2]Pseudorota[3]catenane in Water. J. Am. Chem. Soc. 2012, 134, 17007. <https://doi.org/10.1021/ja3085115>
  • Coskun Ali, Spruell Jason M., Barin Gokhan, Dichtel William R., Flood Amar H., Botros Youssry Y., Stoddart J. Fraser: High hopes: can molecular electronics realise its potential?. Chem. Soc. Rev. 2012, 41, 4827. <https://doi.org/10.1039/c2cs35053j>
  • Fang Lei, Wang Cheng, Fahrenbach Albert C., Trabolsi Ali, Botros Youssry Y., Stoddart J. Fraser: Dual Stimulus Switching of a [2]Catenane in Water. Angew Chem 2011, 123, 1845. <https://doi.org/10.1002/ange.201006362>
  • Fang Lei, Wang Cheng, Fahrenbach Albert C., Trabolsi Ali, Botros Youssry Y., Stoddart J. Fraser: Dual Stimulus Switching of a [2]Catenane in Water. Angew Chem Int Ed 2011, 50, 1805. <https://doi.org/10.1002/anie.201006362>
  • Fang Lei, Basu Subhadeep, Sue Chi-Hau, Fahrenbach Albert C., Stoddart J. Fraser: Syntheses and Dynamics of Donor−Acceptor [2]Catenanes in Water. J. Am. Chem. Soc. 2011, 133, 396. <https://doi.org/10.1021/ja1087562>
  • Boyle Megan M., Forgan Ross S., Friedman Douglas C., Gassensmith Jeremiah J., Smaldone Ronald A., Stoddart J. Fraser, Sauvage Jean-Pierre: Donor–acceptor molecular figures-of-eight. Chem Commn 2011, 47, 11870. <https://doi.org/10.1039/c1cc15333a>
  • Bodis Pavol, Yeremenko Sergiy, Berná José, Buma Wybren J., Leigh David A., Woutersen Sander: Bimodal dynamics of mechanically constrained hydrogen bonds revealed by vibrational photon echoes. The Journal of Chemical Physics 2011, 134, 134504. <https://doi.org/10.1063/1.3569761>
  • Bruns Carson J., Basu Subhadeep, Fraser Stoddart J.: Improved synthesis of 1,5-dinaphtho[38]crown-10. Tetrahetron Lett 2010, 51, 983. <https://doi.org/10.1016/j.tetlet.2009.12.060>
  • Wang Cheng, Olson Mark A., Fang Lei, Benítez Diego, Tkatchouk Ekaterina, Basu Subhadeep, Basuray Ashish N., Zhang Deqing, Zhu Daoben, Goddard William A., Stoddart J. Fraser: Isolation by crystallization of translational isomers of a bistable donor-acceptor [2]catenane. Proc. Natl. Acad. Sci. U.S.A. 2010, 107, 13991. <https://doi.org/10.1073/pnas.1009302107>
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  • Nikitin Kirill, Müller-Bunz Helge, Ortin Yannick, McGlinchey Michael J.: A Molecular Paddlewheel with a Sliding Organometallic Latch: Syntheses, X-Ray Crystal Structures and Dynamic Behaviour of [Cr(CO)3{η6-2-(9-triptycyl)indene}], and of [M(CO)3{η5-2-(9-triptycyl)indenyl}] (M=Mn, Re). Chem. Eur. J. 2009, 15, 1836. <https://doi.org/10.1002/chem.200801940>
  • Spruell Jason M., Paxton Walter F., Olsen John-Carl, Benítez Diego, Tkatchouk Ekaterina, Stern Charlotte L., Trabolsi Ali, Friedman Douglas C., Goddard William A., Stoddart J. Fraser: A Push-Button Molecular Switch. J. Am. Chem. Soc. 2009, 131, 11571. <https://doi.org/10.1021/ja904104c>
  • Ramos Susana, Alcalde Ermitas, Fraser Stoddart J., P. White Andrew J., Williams David J., Pérez-García Lluïsa: Proton ionizable 1H-1,2,4-triazole π-electron deficient cyclophanes as hosts and in [2]catenanes. New J. Chem. 2009, 33, 300. <https://doi.org/10.1039/B815355H>
  • Lestini Elena, Nikitin Kirill, Müller-Bunz Helge, Fitzmaurice Donald: Introducing Negative Charges into Bis-p-phenylene Crown Ethers: A Study of Bipyridinium-Based [2]Pseudorotaxanes and [2]Rotaxanes. Chem. Eur. J. 2008, 14, 1095. <https://doi.org/10.1002/chem.200700387>
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  • Stoddart J. Fraser, Colquhoun Howard M.: Big and little Meccano. Tetrahedron 2008, 64, 8231. <https://doi.org/10.1016/j.tet.2008.06.035>
  • Zhang Wenyu, Dichtel William R., Stieg Adam Z., Benítez Diego, Gimzewski James K., Heath James R., Stoddart J. Fraser: Folding of a donor–acceptor polyrotaxane by using noncovalent bonding interactions. Proc. Natl. Acad. Sci. U.S.A. 2008, 105, 6514. <https://doi.org/10.1073/pnas.0711072105>
  • Ikeda Taichi, Stoddart James Fraser: Electrochromic materials using mechanically interlocked molecules. Science and Technology of Advanced Materials 2008, 9, 014104. <https://doi.org/10.1088/1468-6996/9/1/014104>
  • Nygaard S., Liu Y., Stein P. C., Flood A. H., Jeppesen J. O.: Using Molecular Force to Overcome Steric Barriers in a Springlike Molecular Ouroboros**. Adv. Funct. Mater. 2007, 17, 751. <https://doi.org/10.1002/adfm.200600907>
  • Ikeda Taichi, Saha Sourav, Aprahamian Ivan, Leung Ken C.-F., Williams Adides, Deng Wei-Qiao, Flood Amar H., Goddard William A., Stoddart J. Fraser: Toward Electrochemically Controllable Tristable Three-Station [2]Catenanes. Chem. Asian J. 2007, 2, 76. <https://doi.org/10.1002/asia.200600355>
  • Benniston Andrew C., Harriman Anthony, Li Peiyi, Rostron James P., Harrington Ross W., Clegg William: A Spectroscopic Study of the Reduction of Geometrically Restrained Viologens. Chem. Eur. J. 2007, 13, 7838. <https://doi.org/10.1002/chem.200700872>
  • Doddi Giancarlo, Ercolani Gianfranco, Mencarelli Paolo, Papa Giuseppe: Template Effects in the Formation of [2]Pseudo-rotaxanes Containing Diazapyrenium Units. J. Org. Chem. 2007, 72, 1503. <https://doi.org/10.1021/jo062115c>
  • Kang Seogshin, Aprahamian Ivan, Stoddart J. Fraser: Pirouetting in chiral [2]catenanes. Isr. J. Chem. 2007, 47, 253. <https://doi.org/10.1560/IJC.47.2.253>
  • Williams Avril R., Northrop Brian H., Chang Theresa, Stoddart J. Fraser, White Andrew J. P., Williams David J.: Suitanes. Angew. Chem. 2006, 118, 6817. <https://doi.org/10.1002/ange.200602173>
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  • Dichtel William R., Miljanić Ognjen Š., Spruell Jason M., Heath James R., Stoddart J. Fraser: Efficient Templated Synthesis of Donor−Acceptor Rotaxanes Using Click Chemistry. J. Am. Chem. Soc. 2006, 128, 10388. <https://doi.org/10.1021/ja063127i>
  • Flood Amar H., Nygaard Sune, Laursen Bo W., Jeppesen Jan O., Stoddart J. Fraser: Locking down the Electronic Structure of (Monopyrrolo)tetrathiafulvalene in [2]Rotaxanes. Org. Lett. 2006, 8, 2205. <https://doi.org/10.1021/ol060319+>
  • Northrop Brian H., Khan Saeed J., Stoddart J. Fraser: Kinetically Controlled Self-Assembly of Pseudorotaxanes on Crystallization. Org Lett 2006, 8, 2159. <https://doi.org/10.1021/ol0606177>