Browse > Article
http://dx.doi.org/10.5012/bkcs.2005.26.11.1790

Facile Synthesis of Fréchet Type Dendritic Benzyl Azides and Dendrimer via Cycloaddition Reaction with Tripodal Core  

Lee, Jae-Wook (Department of Chemistry, Dong-A University)
Kim, Byung-Ku (Department of Chemistry, Dong-A University)
Kim, Jung-Hwan (Department of Chemistry, Dong-A University)
Shin, Won-Suk (Department of Chemistry Education & Center for Plastic Information System, Pusan National University)
Jin, Sung-Ho (Department of Chemistry Education & Center for Plastic Information System, Pusan National University)
Publication Information
Bulletin of the Korean Chemical Society / v.26, no.11, 2005 , pp. 1790-1794 More about this Journal
Abstract
Fréchet-type dendritic benzyl azides were efficiently synthesized using 5-(azidomethyl)-1,3-dihydroxybenzene as an azide focal point functionalized unit by adding a generation to the existing dendron and applied for the construction of dendrimers containing 1,2,3-triazole rings as connectors via click chemistry with a tripodal acetylene core.
Keywords
Azide; Cycloaddition; Dendrimer; 1,2,3-Triazoles;
Citations & Related Records
Times Cited By KSCI : 3  (Citation Analysis)
Times Cited By Web Of Science : 32  (Related Records In Web of Science)
Times Cited By SCOPUS : 3
연도 인용수 순위
1 Link, A. J.; Vink, M. K. S.; Tirrell, D. A. J. Am. Chem. Soc. 2004, 126, 10598   DOI   ScienceOn
2 Sivakumar, K.; Xie, F.; Cash, B. M.; Long, S.; Barnhill, H. N.; Wang, Q. Org. Lett. 2004, 6, 4603 and references therein   DOI   ScienceOn
3 Parent, M.; Mongin, O.; Kamada, K.; Katan, C.; Blanchard- Desce, M. Chem. Commun. 2005, 2029
4 Englert, B. C.; Bakbak, S.; Bunz, U. H. F. Macromolecules 2005, 38, 5868   DOI   ScienceOn
5 Diaz, D. D.; Punna, S.; Holzer, P.; McPherson, A. K.; Sharpless, K. B.; Fokin, V. V.; Finn, M. G. J. Polym. Sci., Part A 2004, 42, 4392   DOI   ScienceOn
6 Helms, B.; Mynar, J. L.; Hawker, C. J.; Frechet, J. M. J. J. Am. Chem. Soc. 2004, 126, 15020   DOI   ScienceOn
7 Opsteen, J. A.; van Hest, J. C. M. Chem. Commun. 2005, 57
8 Mantovani, G.; Ladmiral, V.; Tao, L.; Haddleton, D. M. Chem. Commun. 2005, 2089
9 Huisgen, R. 1,3-Dipolar Cycloaddition Chemistry; Wiley: New York, 1984
10 Huisgen, R. Pure Appl. Chem. 1989, 61, 613   DOI
11 Katritzky, A. R.; Zhang, Y.; Singh, S. K. Heterocycles 2003, 60, 1225   DOI   ScienceOn
12 Wang, Z.-X.; Qin, H.-L. Chem. Commun. 2003, 2450
13 Radi, S.; Lazrek, H. B. Bull. Korean Chem. Soc. 2002, 23, 437   DOI   ScienceOn
14 Malkoch, M.; Schleicher, K.; Drockenmuller, E.; Hawker, C. J.; Russell, T. P.; Wu, P.; Fokin, V. V. Macromolecules 2005, 38, 3663   DOI   ScienceOn
15 Joralemon, M. J.; O'Reilly, R. K.; Matson, J. B.; Nugent, A. K.; Hawker, C. J.; Wooley, K. L. Macromolecules 2005, 38, 5436   DOI   ScienceOn
16 Lee, J. W.; Kim, B. K. Bull. Korean Chem. Soc. 2005, 26, 658   DOI   ScienceOn
17 Hawker, C. J.; Wooley, K. L.; Frechet, J. M. J. J. Chem. Soc., Chem. Commun. 1994, 925
18 Grayson, S. M.; Frechet, J. M. J. Chem. Rev. 2001, 101, 3919
19 Tozawa, T. Chem. Commun. 2004, 1904
20 Liao, L.-X.; Stellacci, F.; McGrath, D. V. J. Am. Chem. Soc. 2004, 126, 2181   DOI   ScienceOn
21 Hara, M.; Samori, S.; Cai, X.; Tojo, S.; Arai, T.; Momotake, A.; Hayakawa, J.; Uda, M.; Kawai, K.; Endo, M.; Fujitsuka, M.; Majima, T. J. Am. Chem. Soc. 2004, 126, 14217   DOI   ScienceOn
22 Fu, X.; Albermann, C.; Zhang, C.; Thorson, J. S. Org. Lett. 2005, 7, 1513   DOI   ScienceOn
23 Punna, S.; Kuzelka, J.; Wang, Q.; Finn, M. G. Angew. Chem. Int. Ed. 2005, 44, 2215   DOI   ScienceOn
24 Rostovtsev, V. V.; Green, L. G.; Fokin, V. V.; Sharpless, K. B. Angew. Chem. Int. Ed. 2002, 41, 2596   DOI   ScienceOn
25 Wang, Q.; Chan, T. R.; Hilgraf, R.; Fokin, V. V.; Sharpless, K. B.; Finn, M. G. J. Am. Chem. Soc. 2003, 125, 3192   DOI   ScienceOn
26 Meng, J.- C.; Siuzdak, G.; Finn, M. G. Chem. Commun. 2004, 2108
27 Stewart, G. M.; Fox, M. A. J. Am. Chem. Soc. 1996, 118, 4354   DOI   ScienceOn
28 Lee, J. W.; Kim, B. K.; Jin, S. H. Bull. Korean Chem. Soc. 2005, 26, 833   DOI   ScienceOn
29 Manetsch, R.; Krasinnski, A.; Radiæ, Z.; Raushel, J.; Taylor, P.; Sharpless, K. B.; Kolb, H. C. J. Am. Chem. Soc. 2004, 126, 12809   DOI   ScienceOn
30 Lutz, J.-F.; Borner, H. G.; Weichenhan, K. Macromol. Rapid Commun. 2005, 26, 514   DOI   ScienceOn
31 Binder, W. H.; Kluger, C. Macromolecules 2004, 37, 9321   DOI   ScienceOn
32 Tsarevsky, N. V.; Sumerlin, B. S.; Matyjaszewski, K. Macromolecules 2005, 38, 3558   DOI   ScienceOn
33 Diez-Barra, E.; Gonzalez, R.; Sanchez-Verdu, P.; Tolosa, J. Tetrahedron 2004, 60, 1563   DOI   ScienceOn
34 Wu, P.; Feldman, A. K.; Nugent, A. K.; Hawker, C. J.; Scheel, A.; Voit, B.; Pyun, J.; Frechet, J. M. J.; Sharpless, K. B.; Fokin, V. V. Angew. Chem. Int. Ed. 2004, 43, 3928   DOI   ScienceOn
35 Lee, J. W.; Kim, B. K.; Jin, S. H. Bull. Korean Chem. Soc. 2005, 26, 715   DOI   ScienceOn
36 Uhrich, K. E.; Hawker, C. J.; Frechet, J. M. J. Macromolecules 1992, 25, 4583   DOI
37 Momotake, A.; Arai, T. Tetrahedron Lett. 2004, 45, 4131
38 Shanahan, C. S.; McGrath, D. V. J. Org. Chem. 2005, 70, 1054   DOI   ScienceOn
39 Li, W.-S.; Jiang, D.-L.; Suna, Y.; Aida, T. J. Am. Chem. Soc. 2005, 127, 7700   DOI   ScienceOn
40 Balzani, V.; Ceroni, P.; Giansante, C.; Vicinelli, V.; Klarner, F.-G.; Verhaelen, C.; Vogtle, F.; Hahn, U. Angew. Chem. Int. Ed. 2005, 44, 4574   DOI   ScienceOn
41 Peng, W.; Zhu, S. Synlett 2003, 187
42 Brase, S.; Gil, C.; Knepper, K.; Zimmermann, V. Angew. Chem. Int. Ed. 2005, 44, 5188   DOI   ScienceOn
43 Huisgen, R.; Szeimies, G.; Moebius, L. Chem. Ber. 1967, 100, 2494   DOI
44 Palacios, F.; Ochoa de Retana, A. M.; Pagalday, J.; Sanchez, J. M. Org. Prep. Proced. Int. 1995, 27, 603   DOI   ScienceOn
45 Hlasta, D. J.; Ackerman, J. H. J. Org. Chem. 1994, 59, 6184   DOI   ScienceOn
46 Mock, W. L.; Irra, T. A.; Wepsiec, J. P.; Adhya, M. J. Org. Chem. 1989, 54, 5302   DOI
47 Li, Z.; Seo, T. S.; Ju, J. Tetraheron Lett. 2004, 45, 3143   DOI   ScienceOn
48 Suarez, P. L.; Gandara, Z.; Gomez, G.; Fall, Y. Tetraheron Lett. 2004, 45, 4619   DOI   ScienceOn
49 Bodine, K. D.; Jin, D. Y.; Gin, M. S. J. Am. Chem. Soc. 2004, 126, 1638   DOI   ScienceOn
50 Wu, Y.-M.; Deng, J.: Li, Y.; Chen, Q.-Y. Synthesis 2005, 1314
51 Kacprzak, K. Synlett 2005, 943
52 Kolb, H. C.; Sharpless, K. B. Drug Discovery Today 2003, 8, 1128   DOI   ScienceOn