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Pure Appl. Chem., 2010, Vol. 82, No. 8, pp. 1569-1574

http://dx.doi.org/10.1351/PAC-CON-10-02-09

Published online 2010-05-18

Mechanostereochemistry

Mark A. Olson1, Youssry Y. Botros2,3 and J. Fraser Stoddart1*

1 Department of Chemistry and Department of Materials Science and Engineering, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208, USA
2 Intel Labs/KACST, Building RNB-6-61, 2200 Mission College Boulevard, Santa Clara, CA 95054, USA
3 National Center for Nano Technology Research, King Abdulaziz City for Science and Technology (KACST), P.O. Box 6086, Riyadh 11442, Kingdom of Saudi Arabia

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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. <http://dx.doi.org/10.1021/ja500675y>
  • 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. <http://dx.doi.org/10.1002/chem.201300762>
  • Li Hao, Zhu Zhixue, Fahrenbach Albert C., Savoie Brett M., Ke Chenfeng, Barnes Jonathan C., Lei Juying, Zhao Yan-Li, Lilley Laura M., Marks Tobin J., Ratner Mark A., Stoddart J. Fraser: Mechanical Bond-Induced Radical Stabilization. J. Am. Chem. Soc. 2013, 135, 456. <http://dx.doi.org/10.1021/ja310060n>
  • Sørensen Anne, Andersen Sissel S., Flood Amar H., Jeppesen Jan O.: Pressure effects in the synthesis of isomeric rotaxanes. Chem. Commun. 2013, 49, 5936. <http://dx.doi.org/10.1039/c3cc42201a>
  • Olson Mark A., Thompson Jonathan R., Dawson Trenton J., Hernandez Christopher M., Messina Marco S., O'Neal Travis: Template-directed self-assembly by way of molecular recognition at the micellar–solvent interface: modulation of the critical micelle concentration. Org. Biomol. Chem. 2013, 11, 6483. <http://dx.doi.org/10.1039/c3ob41467a>
  • Coskun Ali, Hmadeh Mohamad, Barin Gokhan, Gándara Felipe, Li Qiaowei, Choi Eunwoo, Strutt Nathan L., Cordes David B., Slawin Alexandra M. Z., Stoddart J. Fraser: Metal-Organic Frameworks Incorporating Copper-Complexed Rotaxanes. angew chemie 2012, 124, 2202. <http://dx.doi.org/10.1002/ange.201107873>
  • Zhu Zhixue, Li Hao, Liu Zhichang, Lei Juying, Zhang Huacheng, Botros Youssry Y., Stern Charlotte L., Sarjeant Amy A., Stoddart J. Fraser, Colquhoun Howard M.: Oligomeric Pseudorotaxanes Adopting Infinite-Chain Lattice Superstructures. Angew. Chem. 2012, 124, 7343. <http://dx.doi.org/10.1002/ange.201202513>
  • Basuray Ashish N., Jacquot de Rouville Henri-Pierre, Hartlieb Karel J., Kikuchi Takashi, Strutt Nathan L., Bruns Carson J., Ambrogio Michael W., Avestro Alyssa-Jennifer, Schneebeli Severin T., Fahrenbach Albert C., Stoddart J. Fraser: The Chameleonic Nature of Diazaperopyrenium Recognition Processes. Angew. Chem. 2012, 124, 12042. <http://dx.doi.org/10.1002/ange.201205089>
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  • Zhu Zhixue, Li Hao, Liu Zhichang, Lei Juying, Zhang Huacheng, Botros Youssry Y., Stern Charlotte L., Sarjeant Amy A., Stoddart J. Fraser, Colquhoun Howard M.: Oligomeric Pseudorotaxanes Adopting Infinite-Chain Lattice Superstructures. Angew. Chem. Int. Ed. 2012, 51, 7231. <http://dx.doi.org/10.1002/anie.201202513>
  • Basuray Ashish N., Jacquot de Rouville Henri-Pierre, Hartlieb Karel J., Kikuchi Takashi, Strutt Nathan L., Bruns Carson J., Ambrogio Michael W., Avestro Alyssa-Jennifer, Schneebeli Severin T., Fahrenbach Albert C., Stoddart J. Fraser: The Chameleonic Nature of Diazaperopyrenium Recognition Processes. Angew. Chem. Int. Ed. 2012, 51, 11872. <http://dx.doi.org/10.1002/anie.201205089>
  • Barin Gokhan, Coskun Ali, Fouda Moustafa M. G., Stoddart J. Fraser: Mechanically Interlocked Molecules Assembled by π-π Recognition. ChemPlusChem 2012, 77, 159. <http://dx.doi.org/10.1002/cplu.201100075>
  • Zazza Costantino, Mancini Giordano, Brancato Giuseppe, Sanna Nico, Barone Vincenzo: Neutral molecular shuttle in acetonitrile dilute solution investigated by molecular dynamics and density functional theory. COMPUT THEOR CHEM 2012. <http://dx.doi.org/10.1016/j.comptc.2012.01.039>
  • Sharma Bhavya, Frontiera Renee R., Henry Anne-Isabelle, Ringe Emilie, Van Duyne Richard P.: SERS: Materials, applications, and the future. Mat Today 2012, 15, 16. <http://dx.doi.org/10.1016/S1369-7021(12)70017-2>
  • Fahrenbach Albert C., Barnes Jonathan C., Lanfranchi Don Antoine, Li Hao, Coskun Ali, Gassensmith Jeremiah J., Liu Zhichang, Benítez Diego, Trabolsi Ali, Goddard William A.: Solution-Phase Mechanistic Study and Solid-State Structure of a Tris(bipyridinium radical cation) Inclusion Complex. S J Am Chem Soc 2012, 134, 3061. <http://dx.doi.org/10.1021/ja2089603>
  • Wang Cheng, Dyar Scott M., Cao Dennis, Fahrenbach Albert C., Horwitz Noah, Colvin Michael T., Carmieli Raanan, Stern Charlotte L., Dey Sanjeev K., Wasielewski Michael R., Stoddart J. Fraser: Tetrathiafulvalene Hetero Radical Cation Dimerization in a Redox-Active [2]Catenane. J. Am. Chem. Soc. 2012, 134, 19136. <http://dx.doi.org/10.1021/ja307577t>
  • Jacquot de Rouville Henri-Pierre, Iehl Julien, Bruns Carson J., McGrier Psaras L., Frasconi Marco, Sarjeant Amy A., Stoddart J. Fraser: A Neutral Naphthalene Diimide [2]Rotaxane. Org. Lett. 2012, 14, 5188. <http://dx.doi.org/10.1021/ol3022963>
  • Belowich Matthew E., Stoddart J. Fraser: Dynamic imine chemistry. Chemical Society Review 2012, 41, 2003. <http://dx.doi.org/10.1039/c2cs15305j>
  • Barin G., Forgan R. S., Stoddart J. F.: Mechanostereochemistry and the mechanical bond. Proceedings of the Royal Society A: Mathematical, Physical and Engineering Sciences 2012, 468, 2849. <http://dx.doi.org/10.1098/rspa.2012.0117>
  • Li Hao, Fahrenbach Albert C., Coskun Ali, Zhu Zhixue, Barin Gokhan, Zhao Yan-Li, Botros Youssry Y., Sauvage Jean-Pierre, Stoddart J. Fraser: A Light-Stimulated Molecular Switch Driven by Radical-Radical Interactions in Water. angew chemie 2011, 123, 6914. <http://dx.doi.org/10.1002/ange.201102510>
  • Li Hao, Fahrenbach Albert C., Coskun Ali, Zhu Zhixue, Barin Gokhan, Zhao Yan-Li, Botros Youssry Y., Sauvage Jean-Pierre, Stoddart J. Fraser: A Light-Stimulated Molecular Switch Driven by Radical-Radical Interactions in Water. Angew Chem Int E 2011, 50, 6782. <http://dx.doi.org/10.1002/anie.201102510>
  • Forgan Ross S., Sauvage Jean-Pierre, Stoddart J. Fraser: Chemical Topology: Complex Molecular Knots, Links, and Entanglements. Chemistry Review 2011, 111, 5434. <http://dx.doi.org/10.1021/cr200034u>
  • Paxton Walter F., Kleinman Samuel L., Basuray Ashish N., Stoddart J. Fraser, Van Duyne Richard P.: Surface-Enhanced Raman Spectroelectrochemistry of TTF-Modified Self-Assembled Monolayers. J Phys Chem Lett 2011, 2, 1145. <http://dx.doi.org/10.1021/jz200523q>
  • Valente Cory, Stoddart J. Fraser, Gasa Travis B.: Solution-phase counterion effects in supramolecular and mechanostereochemical systems. Chem Soc Rev 2011, 40, 57. <http://dx.doi.org/10.1039/c005424k>
  • Dey Sanjeev K., Beuerle Florian, Olson Mark A., Stoddart J. Fraser: Arranging pseudorotaxanes octahedrally around [60]fullerene. Chem Commun 2011, 47, 1425. <http://dx.doi.org/10.1039/c0cc03963b>
  • Mancini Giordano, Zazza Costantino, Aschi Massimiliano, Sanna Nico: Conformational analysis and UV/Vis spectroscopic properties of a rotaxane-based molecular machine in acetonitrile dilute solution: when simulations meet experiments. Phys Chem Chem Phys 2011, 13, 2342. <http://dx.doi.org/10.1039/c0cp01773f>
  • Barka-Bouaifel Fatiha, Niedziółka-Jönsson Joanna, Castel Xavier, Saison Ophélie, Akjouj Abdellatif, Pennec Yan, Djafari-Rouhani Bahram, Woisel Patrice, Lyskawa Joël, Sambe Léna: Optical and electrochemical properties of tunable host–guest complexes linked to plasmonic interfaces. J Mater Chem 2011, 21, 3006. <http://dx.doi.org/10.1039/c0jm03293j>
  • Nandajan Paramjyothi C., Subymol Baby, Ramaiah Danaboyina, Neelakandan Prakash P.: Study of cavity size and nature of bridging units on recognition of nucleotides by cyclophanes. Org Biomol Chem 2011, 9, 1021. <http://dx.doi.org/10.1039/c0ob00673d>
  • Boyle Megan M., Smaldone Ronald A., Whalley Adam C., Ambrogio Michael W., Botros Youssry Y., Stoddart J. Fraser: Mechanised materials. Chem Sci 2011, 2, 204. <http://dx.doi.org/10.1039/c0sc00453g>
  • Li Hao, Fahrenbach Albert C., Dey Sanjeev K., Basu Subhadeep, Trabolsi Ali, Zhu Zhixue, Botros Youssry Y., Stoddart J. Fraser: Mechanical Bond Formation by Radical Templation. Angew Chem 2010, 122, 8436. <http://dx.doi.org/10.1002/ange.201004488>
  • Li Hao, Fahrenbach Albert C., Dey Sanjeev K., Basu Subhadeep, Trabolsi Ali, Zhu Zhixue, Botros Youssry Y., Stoddart J. Fraser: Mechanical Bond Formation by Radical Templation. Angew Chem Int Ed 2010, 49, 8260. <http://dx.doi.org/10.1002/anie.201004488>
  • Meyer Cari D., Forgan Ross S., Chichak Kelly S., Peters Andrea J., Tangchaivang Nicholas, Cave Gareth W. V., Khan Saeed I., Cantrill Stuart J., Stoddart J. Fraser: The Dynamic Chemistry of Molecular Borromean Rings and Solomon Knots. Chem Eur J 2010, 16, 12570. <http://dx.doi.org/10.1002/chem.201001806>
  • Zhao Yan-Li, Li Zongxi, Kabehie Sanaz, Botros Youssry Y., Stoddart J. Fraser, Zink Jeffrey I.: pH-Operated Nanopistons on the Surfaces of Mesoporous Silica Nanoparticles. J Am Chem Soc 2010, 132, 13016. <http://dx.doi.org/10.1021/ja105371u>