Robust, efficient, and orthogonal synthesis of dendrimers via thiol-ene "click" chemistry

Journal of the American Chemical Society

Volumn 130, Issue 15, 2008, Pages 5062-5064

  Killops, Kato L ^a   Campos, Luis M ^a   Hawker, Craig J ^a  

^a University of California   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOALKENE; DENDRIMER; THIOL DERIVATIVE;

ARTICLE; ESTERIFICATION; GEL PERMEATION CHROMATOGRAPHY; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; MOLECULAR SIZE; MOLECULAR WEIGHT; PHOTOLYSIS; PROTON NUCLEAR MAGNETIC RESONANCE; QUANTUM YIELD; REACTION ANALYSIS; SYNTHESIS;

DENDRIMERS; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MOLECULAR STRUCTURE; PHOTOCHEMISTRY; SULFHYDRYL COMPOUNDS;

EID: 42149164860     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja8006325     Document Type: Article

References (31)

1. Tomalia, D. A.; Fréchet, J. M. J. J. Polym. Sci., Part A: Polym. Chem. 2002, 40, 2719-2728.
2. Grayson, S. M.; Fréchet, J. M. J. Chem. Rev. 2001, 101, 3819-3868.
3. Helms, B.; Meijer, E. W. Science 2006, 313, 929-930.
4. Almutairi, A.; Guillaudeu, S. J.; Berezin, M. Y.; Achilefu, S.; Fréchet, J. M. J. J. Am. Chem. Soc. 2008, 130, 444-445.
5. Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem., Int. Ed. 2001, 40, 2004-2021.
6. Wu, P.; Feldman, A. K.; Nugent, A. K.; Hawker, C. J.; Scheel, A.; Voit, B.; Pyun, J.; Fréchet, J. M. J.; Sharpless, K. B.; Fokin, V. V. Angew. Chem., Int. Ed. 2004, 43, 3928-3932.
7. Horvath, I. T.; Anastas, P. T. Chem. Rev. 2007, 107, 2167-2168.
8. Tomalia, D. A.; Baker, H.; Dewald, J.; Hall, M.; Kallos, G.; Martin, S.; Roeck, J.; Ryder, J.; Smith, P. Polym. J. (Tokyo, Jpn.) 1985, 17, 117-132.
9. Newkome, G. R.; Yao, Z.; Baker, G. R.; Gupta. V. K. J. Org. Chem. 1985, 50, 2003-2004.
10. Hawker, C. J.; Fréchet, J. M. J. J. Am. Chem. Soc. 1990, 112, 7638-7647.
11. (a) Lutz, J. F. Angew. Chem., Int. Ed. 2007, 46, 1018-1025.
12. (b) Binder, W. H.; Sachenhofer, R. Macromol. Rapid Commun. 2007, 28, 15-54.
13. Nandivada, H.; Jiang, X.; Lahann, J. Adv. Mater. 2007, 19, 2197-2208.
14. (a) Ornelas, C.; Ruiz Aranzaes, J.; Cloutet, E.; Alves, S.; Astruc, D. Angew. Chem., Int. Ed. 2007, 46, 872-877.
15. (b) Gondi, S. R.; Vogt, A. P.; Sumerlin, B. S. Macromolecules 2007, 40, 474-481.
16. (a) Antoni, P.; Nystrom, D.; Hawker, C. J.; Huit, A.; Malkoch, M. Chem. Commun. 2007, 2249-2251.
17. (b) Urbani, C. N.; Bell, C. A.; Whittaker, M. R.; Monteiro, M. J. Macromolecules 2008, 41, 1057-1060.
18. Joralemon, M. J.; O'Reilly, R. K.; Matson, J. B.; Nugent, A. K.; Hawker, C. J.; Wooley, K. L. Macromolecules 2005, 38, 5436-5443.
19. (a) Malkoch, M.; Schleicher, K.; Drockenmuller, E.; Hawker, C. J.; Russell, T. P.; Wu, P.; Fokin, V. V. Macromolecules 2005, 38, 3663-3678.
20. (b) Wu, P.; Malkoch, M.; Hunt, J. N.; Vestberg, R.; Kaltgrad, E.; Finn, M. G.; Fokin, V. V.; Sharpless, K. B.; Hawker, C. J. Chem. Commun. 2005, (46), 5775-5777.
21. (c) Liu, Y.; Díaz, D. D.; Accurso, A. A.; Sharpless, K. B.; Fokin, V. V.; Finn, M. G. J. Polym. Sci., Part A Polym. Chem. 2007, 45, 5182-5189.
22. (d) Vestberg, R.; Malkoch, M.; Kade, M.; Wu, P.; Fokin, V. V.; Sharpless, K. B.; Drockenmuller, E.; Hawker, C. J. J. Polym. Sci., Part A: Polym. Chem. 2007, 45, 2835-2846.
23. Hoyle, C. E.; Lee, T. Y.; Roper. T. J. Polym. Sci., Part A: Polym. Chem. 2004, 42, 5301-5338.
24. Rydholm, A. E.; Bowman, C. N.; Anseth, K. S. Biomaterials 2005, 26, 4495-4506.
25. Hagberg, E. C.; Malkoch, M.; Ling, Y.; Hawker, C. J.; Carter, K. R. Nano Lett. 2007, 7, 233-237.
26. (a) Gress, A.; Volkel, A.; Schlaad, H. Macromolecules 2007, 40, 7928-7933.
27. (b) David, R. L. A.; Kornfield, J. A. Macromolecules 2008, 41, 1151-1161.
28. Heidecke, C. D.; Lindhorst, T. K. Chem. Eur. J. 2007, 13, 9056-9067.
29. Hummelen, J. C.; Dongen, J. L. J. V.; Meijer, E. W. Chem. Eur. J. 1997, 3, 1489-1493.
30. Lorenz, K.; Frey, H.; Stuhn, B.; Mulhaupt, R. Macromolecules 1997, 30, 6860-6868.
31. Anastas, P.; Horvath, I. T. Chem. Rev. 2007, 107, 2169-2173.