Chiroptical Switching in a Bistable Molecular Shuttle

Journal of the American Chemical Society

Volumn 125, Issue 44, 2003, Pages 13360-13361

  Bottari, Giovanni ^a   Leigh, David A ^a   Pérez, Emilio M ^a  

^a UNIVERSITY OF EDINBURGH   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CHIRALITY; CIRCULAR DICHROISM; CONFORMATION; HYDROGEN BOND; ISOMERISM; MOLECULAR INTERACTION; MOLECULAR STABILITY; OPTICAL ROTATION; PHOTOCHEMISTRY; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0242330810     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja036665t     Document Type: Article

References (13)

1. (a) Sauvage, J.-P., Dietrich-Buchecker, C., Eds.: Molecular Catenanes, Rotaxanes and Knots; Wiley-VCH: Weinheim, 1999.
2. (b) Balzani, V.; Credi, A.; Raymo, F. M.; Stoddart, J. F. Angew. Chem., Int. Ed. 2000, 39, 3348-3391.
3. For a recent example of a light-driven mechanical motion which elicits a chiral response, see: Muraoka, T.; Kinbara, K.; Kobayashi, Y.; Aida, T. J. Am. Chem. Soc. 2003, 125, 5612-5613.
4. For systems where a large amplitude translational motion in a rotaxane architecture brings about a property change, see: (a) size/shape variation in a molecular "muscle": Jimenez-Molero, M. C.; Dietrich-Buchecker, C.; Sauvage, J. P. Chem. Eur. J. 2002, 8, 1456-1466,
5. (b) changes in conductivity: Collier, C. P.; Wong, E. W.; Bělohradský, M.; Raymo, F. M.; Stoddart, J. F.; Kuekes, P. J.; Williams, R. S.; Heath, J. R. Science 1999, 285, 391-394.
6. (c) color variation: Bissell, R. A.; Córdova, E.; Kaifer, A. E.; Stoddart, J. F. Nature 1994, 369, 133-137.
7. Asakawa, M.; Brancato, G.; Fanti, M.; Leigh, D. A.; Shimizu, T.; Slawin, A. M. Z.; Wong, J. K. Y.; Zerbetto F.; Zhang, S. J. Am. Chem. Soc. 2002, 124, 2939-2950.
8. For an alternative chiral amino acid-containing rotaxane system see: (a) Smukste, I.; Smithrud, D. B. J. Org. Chem. 2003, 68, 2547-2558.
9. (b) Smukste, I.; House, B. E.; Smithrud, D. B. J. Org. Chem. 2003, 68, 2559-2571.
10. (a) Irie, M., Ed. Photochromism: Memories and Switches (Special Issue). Chem. Rev. 2000, 100, 1638-1890.
11. (b) Feringa, B. L., Ed. Molecular Switches; Wiley-VCH: Weinheim, 2001.
12. Gatti, F. G.; León, S.; Wong, J. K. Y.; Bottari, G.; Altieri, A.; Farran Morales, A. M.; Teat, S. J.; Frochot, C.; Leigh, D. A.; Brouwer, A. M.; Zerbetto, F. Proc. Natl. Acad. Sci. U.S.A. 2003, 100, 10-14.
13. Altieri, A.; Bottari, G.; Dehez, F.; Leigh, D. A.; Wong, J. K. Y.; Zerbetto, F. Angew. Chem., Int. Ed. 2003, 42, 2296-2300.