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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

  • Chen Xiao‐Yang, Chen Hongliang, Fraser Stoddart J.: The Story of the Little Blue Box: A Tribute to Siegfried Hünig. Angewandte Chemie 2023, 135. <https://doi.org/10.1002/ange.202211387>
  • Chen Xiao‐Yang, Chen Hongliang, Fraser Stoddart J.: The Story of the Little Blue Box: A Tribute to Siegfried Hünig. Angew Chem Int Ed 2023, 62. <https://doi.org/10.1002/anie.202211387>
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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. Chemistry A European 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 J 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. Chemistry A European 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. Angewandte Chemie 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. <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). Chemistry A European 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. Chemistry A European J 2008, 14, 1095. <https://doi.org/10.1002/chem.200700387>
  • Altobello Silvano, Nikitin Kirill, Stolarczyk Jacek K., Lestini Elena, Fitzmaurice Donald: Quantitative Conformational Study of Redox‐Active [2]Rotaxanes, Part 1: Methodology and Application to a Model [2]Rotaxane. Chemistry A European J 2008, 14, 1107. <https://doi.org/10.1002/chem.200700898>
  • 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 Materials 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. Chemistry — An Asian Journal 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. Chemistry A European 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. Israel Journal of Chemistry 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. Angewandte Chemie 2006, 118, 6817. <https://doi.org/10.1002/ange.200602173>
  • Williams Avril R., Northrop Brian H., Chang Theresa, Stoddart J. Fraser, White Andrew J. P., Williams David J.: Suitanes. Angew Chem Int Ed 2006, 45, 6665. <https://doi.org/10.1002/anie.200602173>
  • 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>