Synthesis of calixarene-capped carbosilane dendrimers

Journal of Organic Chemistry

Volumn 74, Issue 6, 2009, Pages 2527-2532

  Lambert, Joseph B ^a   Kang, Seung Hyun ^a   Kuangbiao, Ma ^a   Liu, Chunqing ^a   Condie, Allison G ^a  

^a NORTHWESTERN UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CALIX[4] ARENES; CALIX[4]ARENE; CALIXARENE; CARBOSILANE DENDRIMERS; DENDRITIC BRANCHES; NEW CLASS; SYNTHESIS AND CHARACTERIZATIONS; ZEROTH GENERATIONS;

AROMATIC COMPOUNDS;

DENDRIMERS;

CALIXARENE; CARBOSILANE DENDRIMER; DENDRIMER; POLYCYCLIC AROMATIC HYDROCARBON; SILANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BINDING SITE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; ELECTROSPRAY MASS SPECTROMETRY; METAL BINDING; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

CALIXARENES; DENDRIMERS; PHENOLS; SILANES;

EID: 64149113234     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo802714q     Document Type: Article

References (39)

1. Gutsehe, D. C. Calixarenes: An Introduction; Royal Society of Chemistry: Cambridge, UK, 2008.
2. Takeshita, M.; Shinkai, S. Bull. Soc. Chem. Jpn. 1995, 68, 1088-1097.
3. Böhmer, V. Angew. Chem., Int. Ed. Engl., 1995, 34, 713-745.
4. Diamond, D.; McKervev, M. A. Chem. Soc. Rev. 1996, 25, 15-24.
5. Wieser, C.; Dieleman, C. B.; Matt, D. Coord. Chem. Rev. 1997, 165, 93-161.
6. Gutsche, D. C. Calixarenes Revisited; Roval Society of Chemistry: Cambridge, UK, 1998.
7. Amaud-Neu, F.; Collins, E. M.; Deasy, M.; Ferguson, G.; Harris, S. J.; Kaitner, B.; Lough, A. J.; McKervev, M. A.; Marques, E.; Ruhl, B. L.; Schwing-Weill, M. J.; Seward, E. M. J. Am Chem. Soc. 1989, 111, 8681-8691.
8. (a) Molenveld, P.; Engbersen, J. F. J.; Kooijman, H.; Spek, A. L.; Reinhoudt, D. N. J. Am. Chem. Soc. 1998, 120, 6726-6737.
9. (b) Molenveld, P.; Engbersen, J. G. J.; Reinhoudt, D. N. Org. Chem., 1999, 64, 6337-6341.
10. (c) Cacciapaglia, R.; Casnati, M.; Mandolini, L.; Reinhoudt, D. N.; Salvio, R.; Sartori, A.; Ungaro, R. J. Org. Chem. 2005, 70, 624-630.
11. Matthews, S. E.; Parzuchowski, P.; Böhmer, V.; Garcia-Carrera, A.; Dozol, J.-F.; Grüttner, C. Chem. Commun. 2001, 417-418.
12. (a) Kubo, Y.; Meade, S.; Nakamura, M.; Tokita, S. J. Chem. Soc, Chem. Commun 1994, 172, 5-1726.
13. (b) Liu, Y.; Wang, H.; Wang, L.-H.; Li, Z.; Zhang, H. Y.; Zhang, Q. Tetrahedron 2003, 59, 7967-7972.
14. (c) Ikeda, A.; Shinkai, S. Chem. Rev. 1997, 97, 1713-1734.
15. Lhotak, P.; Shinkai, S. Tarahedron 1995, 51, 7681-7696.
16. (a) Newkome, G. R.; Yao, Z.-Q.; Baker, G. R.; Gupta, V. K. J. Org. Chem. 1985, 50, 2003-2004.
17. (b) Tomalia, D. A.; Navlor, A. M.; Goddard, W. A. Angew. Chem. Int. Ed. Engl. 1990, 29, 138-175.
18. (c) Wooley, K. L.; Hawker, C. J.; Fréchet, J. M. Am. Chem. Soc. 1991, 113, 4252-4261.
19. (d) Tomalia, D. A.; Durst, H. D. Top. Curr. Chem. 1993, 165, 193-313.
20. (a) Crooks, R. M.; Lemon, B. I.; Sun, L.; Yeung, L. K.; Zhao, M. Top. Curr. Chem. 2001, 212, 81-135.
21. (b) Crooks, R. M.; Zhao, M.; Sun, L.; Chechik, V.; Yeung, L. K. Acc. Chem. Res. 2001, 34, 181-190.
22. Balogh, L.; Tomalia, D. A. J. Am. Chem. Soc. 1998, 120, 7355-7356.
23. Radzevich, K.; Fischer, M.; Schmidt, M.; Böhmer, V. Org. Biomol. Chem. 2005, 3, 3916-3925.
24. Wang, J.; Gutsche, C. J. Org. Chem. 2002, 67, 4423-4429.
25. Szemes, G.; Drew, M. G. B.; Beer, P. D. Chem. Commun. 2002, 1228-1229.
26. Yamagishi, T.-A.; Moriyama, E.; Konishi, G.-i.; Nakamoto, Y. Macromol 2005, 38, 6871-6875.
27. (a) Tomalia, D. A.; Baker, H.; Dewald, J.; Hall, M.; Kallos, G.; Martin, S.: Roeck, J.; Ryder, J.; Smith, P. Polymer J. (Tokyo) 1985, 17, 117-132.
28. (b) Balogh, L.; Tomalia, D. A. J. Am. Chem. Soc 1998, 120, 7355-7356.
29. (c) Zhao, M.; Sun, L.; Crooks, R. M. J. Am. Chem. Soc. 1998, 120, 4877-4878.
30. van der Made, A. W.; van Leeuwen, P. W. N. M. J. J. Chem. Soc., Chem. Commun. 1992, 1400-1401.
31. Gutsche, C. D.; Igbal, M.; Stewart, D. J. Org. Chem. 1986, 51, 742-745.
32. Gutsche, C. D.; Lin, L. G. Tetrahedron 1986, 42, 1633-1640.
33. Arduini, A.; Pochini, A.; Reverberi, S.; Ungaro, R. J. Chem. Soc., Chem. Commun. 1984, 981-982.
34. (a) Buschbeck, R.; Lang, H.; Asarwal, S.; Saini, V. K.; Gupta, V. K. Synthesis 2004, 1243-1248.
35. (b) Matsuoka K.; Saito, Y.; Terumura, D.; Kuzuhara, H. Kobunshi Ronbunshu 2000, 57, 691-695;
36. Chem. Abstr 2000, 134, 57049.
37. (a) Karstadt, B. D., U.S. Patent No. 3,775,453. 1973.
38. (b) Karstedt, B. D., U.S. Patent No. 3,814,593, 1974.
39. (c) Hitchcock, P. B.; Lappert, M. F.; Warhurst, N. J. W. Angew. Chem., Int. Ed. Engl. 1991, 30, 438-440.