Unclicking the click: Mechanically facilitated 1,3-dipolar cycloreversions

Science

Volumn 333, Issue 6049, 2011, Pages 1606-1609

  Brantley, Johnathan N ^a   Wiggins, Kelly M ^a   Bielawski, Christopher W ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,2,3 TRIAZOLE DERIVATIVE; ACRYLIC ACID METHYL ESTER; ALKYNE DERIVATIVE; AZIDE; POLYMETHYLACRYLATE; UNCLASSIFIED DRUG;

ALIPHATIC HYDROCARBON; CHEMICAL ANALYSIS; CHEMICAL BONDING; CHEMICAL REACTION; ORGANIC NITROGEN COMPOUND; POLYMER; SPECTROSCOPY;

ANISOTROPY; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CYCLOADDITION; CYCLOREVERSION; MECHANOCHEMISTRY; MOLECULAR WEIGHT; PRIORITY JOURNAL; SPECTROSCOPY; ULTRASOUND;

EID: 80052942899     PISSN: 00368075     EISSN: 10959203     Source Type: Journal    
DOI: 10.1126/science.1207934     Document Type: Article

References (24)

1. V. V. Rostovtsev, L. G. Green, V. V. Fokin, K. B. Sharpless, Angew. Chem. Int. Ed. 41, 2596 (2002).
2. C. W. Tornøe, C. Christensen, M. Meldal, J. Org. Chem. 67, 3057 (2002).
3. J. E. Hein, J. C. Tripp, L. B. Krasnova, K. B. Sharpless, V. V. Fokin, Angew. Chem. Int. Ed. 48, 8018 (2009).
4. R. K. Iha et al., Chem. Rev. 109, 5620 (2009).
5. P. Antoni et al., Macromolecules 43, 6625 (2010).
6. H. D. Agnew et al., Angew. Chem. Int. Ed. 48, 4944 (2009).
7. T. Yamada et al., J. Org. Chem. 76, 1198 (2011).
8. J. Lietard, A. Meyer, J. J. Vasseur, F. Morvan, J. Org. Chem. 73, 191 (2008).
9. G. Pourceau, A. Meyer, J. J. Vasseur, F. Morvan, J. Org. Chem. 74, 6837 (2009).
10. T. S. Seo, Z. Li, H. Ruparel, J. Ju, J. Org. Chem. 68, 609 (2003).
11. F. Seela, S. A. Ingale, J. Org. Chem. 75, 284 (2010).
12. M. M. Caruso et al., Chem. Rev. 109, 5755 (2009).
13. C. R. Hickenboth et al., Nature 446, 423 (2007).
14. J. M. Lenhardt et al., Science 329, 1057 (2010).
15. S. L. Potisek, D. A. Davis, N. R. Sottos, S. R. White, J. S. Moore, J. Am. Chem. Soc. 129, 13808 (2007).
16. M. J. Kryger et al., J. Am. Chem. Soc. 132, 4558 (2010).
17. J. M. Lenhardt, A. L. Black, S. L. Craig, J. Am. Chem. Soc. 131, 10818 (2009).
18. K. M. Wiggins et al., J. Am. Chem. Soc. 132, 3256 (2010).
19. J. Ribas-Arino, M. Shiga, D. Marx, Angew. Chem. Int. Ed. 48, 4190 (2009).
20. G. S. Kochhar, A. Bailey, N. J. Mosey, Angew. Chem. Int. Ed. 49, 7452 (2010).
21. Materials and methods are available as supporting material on Science Online.
22. K. S. Suslick, J. W. Goodale, P. F. Schubert, H. H. Wang, J. Am. Chem. Soc. 105, 5781 (1983).
23. D. M. Khramov, C. W. Bielawski, Chem. Commun. (Camb.) (39): 4958 (2005).
24. D. A. Davis et al., Nature 459, 68 (2009).