Hydrogen bonding-mediated foldamer-bridged zinc porphyrin-C60 dyads: ideal face-to-face orientation and tunable donor-acceptor interacion

Tetrahedron

Volumn 65, Issue 36, 2009, Pages 7718-7729

  Wang, Kui ^a   Wu, Yi Shi ^b   Wang, Gui Tao ^a   Wang, Ren Xiao ^a   Jiang, Xi Kui ^a   Fu, Hong Bing ^b   Li, Zhan Ting ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

^b INSTITUTE OF CHEMISTRY   (China)

Author keywords

C60; Charge transfer; Fluorescence; Foldamer; Hydrogen bonding; Porphyrin; UV Vis absorption

Indexed keywords

CHLOROFORM; PORPHYRIN DERIVATIVE; ZINC COMPLEX;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; ELECTRON TRANSPORT; ENERGY TRANSFER; HYDROGEN BOND; PRIORITY JOURNAL; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 67949119017     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.06.087     Document Type: Article

References (47)

1. Gust D., Moore T.A., and Moore A.L. Acc. Chem. Res 34 (2001) 40-48
2. Schuster D.I. Carbon 38 (2000) 1607-1614
3. Santos J., Illescas B.M., Wielopolski M., Silva A.M.G., Tome A.C., Guldi D.M., and Martin N. Tetrahedron 64 (2008) 11404-11408
4. Li Y., Gan Z., Wang N., He X., Li Y., Wang S., Liu H., Araki Y., Ito O., and Zhu D. Tetrahedron 62 (2006) 4285-4293
5. Guldi D.M. Pure Appl. Chem 75 (2003) 1069-1075
6. Imahori H. Org. Biomol. Chem 2 (2004) 1425-1433
7. Boyd P.D.W., Hodgson M.C., Rickard C.E.F., Oliver A.G., Chaker L., Brothers P.J., Bolskar R.D., Tham F.S., and Reed C.A. J. Am. Chem. Soc 121 (1999) 10487-10495
8. Olmstead M.M., Costa D.A., Maitra K., Noll B.C., Phillips S.L., Van Calcar P.M., and Balch A.L. J. Am. Chem. Soc 121 (1999) 7090-7097
9. Schuster D.I., Jarowski P.D., Kirschner A.N., and Wilson S.R. J. Mater. Chem 12 (2002) 2041-2047
10. Imahori H., Hagiwara K., Aoki M., Akiyama T., Taniguchi S., Okada T., Shirakawa M., and Sakata Y. J. Am. Chem. Soc 118 (1996) 11771-11782
11. Bourgeois J.-P., Diederich F., Echegoyen L., and Nierengarten J.-F. Helv. Chim. Acta 81 (1998) 1835-1844
12. Dietel E., Hirsch A., Eichhorn E., Rieker A., Hackbarth S., and Roder B. Chem. Commun (1998) 1981-1982
13. Schuster D.I., Cheng P., Jarowski P.D., Guldi D.M., Luo C., Echegoyen L., Pyo S., Holzwarth A.R., Braslavsky S.E., Williams R.M., and Klihm G. J. Am. Chem. Soc 126 (2004) 7257-7270
14. Gadde S., Islam D.M.S., Wijesinghe C.A., Subbaiyan N.K., Zandler M.E., Araki Y., Ito O., and D'Souza F. J. Phys. Chem. C 111 (2007) 12400-12503
15. Watanabe N., Kihara N., Forusho Y., Takata T., Araki Y., and Ito O. Angew. Chem., Int. Ed. 42 (2003) 681-683
16. Solladie N., Walther M.E., Gross M., Figueira D., Teresa M., Bourgogne C., and Nierengarten J.-F. Chem. Commun. (2003) 2412-2413
17. Sasabe H., Kihara N., Forusho Y., Mizuno K., Ogawa A., and Takata T. Org. Lett. 6 (2004) 3957-3960
18. Li K., Schuster D.I., Guldi D.M., Herranz M.A., and Echegoyen L. J. Am. Chem. Soc. 126 (2004) 3388-3389
19. In: Hecht S., and Huc I. (Eds). Foldamers: Structure, Properties and Applications (2007), Wiley-VCH, Weinheim, Germany
20. Gellman S.H. Acc. Chem. Res 31 (1998) 173-180
21. Hill D.J., Mio M.J., Prince R.B., Hughes T.S., and Moore J.S. Chem. Rev 101 (2001) 3893-4011
22. Gong B. Chem.-Eur. J 7 (2001) 4336-4342
23. Huc I. Eur. J. Org. Chem (2004) 17-29
24. Goodman C.M., Choi S., Shandler S., and DeGrado W.F. Nat. Chem. Biol 3 (2007) 252-262
25. Li Z.-T., Hou J.-L., Li C., and Yi H.-P. Chem. Asian J. 1 (2006) 766-778
26. Li Z.-T., Hou J.-L., and Li C. Acc. Chem. Res. 41 (2008) 1343-1353
27. Ramos A.M., Meskers S.C.J., Beckers E.H.A., Prince R.B., Brunsveld L., and Janssen R.A.J. J. Am. Chem. Soc. 126 (2004) 9630-9644
28. Davis J.M., Tsoub L.K., and Hamilton A.D. Chem. Soc. Rev. 36 (2007) 326-334
29. Hou J.-L., Shao X.-B., Chen G.-J., Zhou Y.-X., Jiang X.-K., and Li Z.-T. J. Am. Chem. Soc. 126 (2004) 12386-12394
30. Wu Z.-Q., Shao X.-B., Li C., Hou J.-L., Wang K., Jiang X.-K., and Li Z.-T. J. Am. Chem. Soc. 127 (2005) 17460-17468
31. Li C., Ren S.-F., Hou J.-L., Yi H.-P., Zhu S.-Z., Jiang X.-K., and Li Z.-T. Angew. Chem., Int. Ed. 44 (2005) 5725-5729
32. Yi H.-P., Li C., Hou J.-L., Jiang X.-K., and Li Z.-T. Tetrahedron 61 (2005) 7974-7980
33. Wu Z.-Q., Li C.-Z., Feng D.-J., Jiang X.-K., and Li Z.-T. Tetrahedron 62 (2006) 11054-11062
34. Du P., Xu Y.-X., Jiang X.-K., and Li Z.-T. Sci. China, Ser. B Chem. 52 (2009) 489-496
35. Garric J., Léger J.-M., and Huc I. Angew. Chem., Int. Ed. 44 (2005) 1954-1958
36. Yin H., and Hamilton A.D. Angew. Chem., Int. Ed. 44 (2005) 4130-4163
37. Wolffs M., Delsuc N., Veldman D., Anh N.V., Williams R.M., Meskers S.C.J., Janssen R.A.J., Huc I., and Schenning A.P.H.J. J. Am. Chem. Soc. 131 (2009) 4819-4829
38. Filler R., Lin S., and Zhang Z. J. Fluorine Chem. 74 (1995) 69-76
39. Plater M.J., Aiken S., and Bourhill G. Tetrahedron 58 (2002) 2405-2413
40. Salom-Roig X.J., Chambron J.-C., Goze C., Heitz V., and Sauvage J.-P. Eur. J. Org. Chem. (2002) 3276-3280
41. Zhu J., Parra R.D., Zeng H., Skrzypczak-Jankun E., Zeng X.C., and Gong B. J. Am. Chem. Soc. 122 (2000) 4219-4220
42. Fernandez M.V., Durante-Lanes P., and Lopez-Herrera F.J. Tetrahedron 46 (1990) 7911-7922
43. Hamuro Y., Geib S.J., and Hamilton A.D. J. Am. Chem. Soc. 119 (1997) 10587-10593
44. Camps X., and Hirsch A. J. Chem. Soc., Perkin Trans. 1 (1997) 1595-1596
45. Anderson J.L., An Y.-Z., Rubin Y., and Foote C.S. J. Am. Chem. Soc. 116 (1994) 9763-9764
46. Vail S.A., Schuster D.I., Guldi D.M., Isosomppi M., Tkachenko N., Lemmetyinen H., Palkar A., Echegoyen L., Chen X., and Zhang J.Z.H. J. Phys. Chem. B 110 (2006) 14155-14166
47. Marcus R.A. Angew. Chem., Int. Ed. Engl. 32 (1993) 1111-1121