Adducts between Dansylated Poly (propylene amine) Dendrimers and Anthracene Clips Mediated by ZnII Ions: Highly Efficient Photoinduced Energy Transfer

Chemistry - A European Journal

Volumn 15, Issue 32, 2009, Pages 7876-7882

  Branchi, Barbara ^a   Ceroni, Paola ^a   Balzani, Vincenzo ^a   Bergamini, Giacomo ^a   Klärner, Frank Gerrit ^b   Vögtle, Fritz ^c  

^a UNIVERSITY OF BOLOGNA   (Italy)

^b UNIVERSITY OF DUISBURG ESSEN   (Germany)

^c UNIVERSITY OF BONN   (Germany)

Author keywords

Dendrimers; Energy transfer; Fluorescence; Molecular clips; Self assembly

Indexed keywords

ABSORPTION AND FLUORESCENCE SPECTRA; ANTHRACENE SIDEWALLS; BRIDGING UNITS; COMPLEX STRUCTURE; COORDINATING PROPERTIES; ENERGY TRANSFER PROCESS; GENERATION NUMBERS; MOLECULAR CLIPS; PHOTOINDUCED ENERGY TRANSFER; SELF ASSEMBLY PROCESS; SOLVENT MIXTURES; UV ABSORPTION; VISIBLE REGION;

ABSORPTION; AMINES; ANTHRACENE; BENZENE; ENERGY TRANSFER; FLUORESCENCE; METAL IONS; ORGANIC COMPOUNDS; PROPYLENE; SELF ASSEMBLY; TRACE ANALYSIS; ZINC;

DENDRIMERS;

EID: 68349114671     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200802300     Document Type: Article

References (66)

1. a) F. Vögtle, G. Richardt, N. Werner, Dendrimer Chemistry, WileyVCH, Weinheim 2009; b) G. R. Newkome, F. Vögtle, Dendrimers and Dendrons, Wiley-VCH, Weinheim, 2001; c) Dendrimers and Other Dendritic Polymers (Eds.: J.M.J. Fréchet, D.A. Tomalia), Wiley, New York, 2001.
2. For some recent reviews, see:
3. a) Special Issue on Dendrimers: New J. Chem. 2007, Vol. 31, Issue 7, 1025-1380 (Ed.: J.-P. Majorai);
4. b)F. Puntoriero, F. Nastasi, M. Cavazzini, S. Quici, S. Campagna, Coord Chem. Rev. 2007, 251, 536;
5. D. Mery, D. Astruc, Coord. Chem. Rev. 2006, 250, 1965;
6. Dendrimers and Nanoscience: C. R. Chim. 2003, Vol. 6, Issue 8-10, 709-1212 (Ed.: D. Astruc);
7. e) Dendrimers and Dendritic Polymers Special Issue: Prog. Polym. Sci. 2005, Vol. 30, Issue 3-4, 217-505 (Eds.: D.A. Tomalia, J.M.J. Fréchet);
8. f) R. W. J. Scott, O. M. Wilson, R. M. Crooks, J. Phys Chem. B 2005, 109, 692;
9. g) P. A. Chase, R. J. M. Klein Gebbink, G. van Koten, J. Organomet. Chem 2004, 689, 4016;
10. h) W. Ong, M. Gomez-Kaifer, A. E. Kaifer, Chem. Commun. 2004, 1677;
11. M. Ballauff, C. N. Likos, Angew. Chem. 2004, 116, 3060;
12. Angew. Chem. Int. Ed. 2004, 43, 2998;
13. j) A.-M. Caminade, J.-P. Majorai, Acc. Chem. Res. 2004, 37, 341.
14. For some reviews, see:
15. a) C. A. Schalley, B. Baytekin, H. T. Baytekin, M. Engeser, T. Felder, A. Rang, J. Phys. Org. Chem. 2006, 19, 479;
16. b)T. Darbre, J.-L. Reymond, Acc. Chem. Res. 2006, 39, 925;
17. M. Gingras, J.-M. Raimundo, Y. M. Chabre, Angew. Chem. 2007, 119, 1028;
18. Angew. Chem. Int. Ed. 2007, 46, 1010;
19. D. Astruc, F. Chardac, Chem. Rev. 2001, 101, 2991; e) M. W. P. L. Baars, E. W. Meijer, Top. Curr. Chem. 2000, 210, 131.
20. V. Balzani, G. Bergamini, F. Marchioni, P. Ceroni, F. Vögtle, Coord Chem. Rev. 2007, 251, 525.
21. For some recent examples, see:
22. a) C. Giansante, P. Ceroni, V. Balzani, F. Vögtle, Angew. Chem. 2008, 120, 5502;
23. Angew. Chem. Int. Ed. 2008, 47, 5422;
24. b) P. Antoni, M. Malkoch, G. Vamvounis, D. Nystrom, A. Nystrom, M. Lindgren, A. Huit, J. Mater. Chem. 2008, 18, 2545;
25. c)T. Gu, J. K. Whitesell, M. A. Fox, J. Phys. Chem. B 2006, 110, 25149;
26. B. Branchi, P. Ceroni, G. Bergamini, V. Balzani, M. Maestri, J. van Heyst, S.-K. Lee, F. Luppertz, F. Vögtle, Chem. Eur. J. 2006, 12, 8926.
27. a) F-G. Klärner, M. Campaòa Kuchenbrandt in Strategies and Tactics in Organic Synthesis, Vol. 7 (Ed.: M. Harmata), Academic Press, Elsevier, Amsterdam, 2008, chapter 4;
28. b) M. Harmata, Acc. Chem. Res. 2004, 37, 862;
29. c)F.-G. Klärner, B. Kahlert, Acc. Chem. Res. 2003, 36, 919;
30. A. E. Rowan, J. Elemans, R. J. Nolte, Acc. Chem. Res. 1999, 32, 995.
31. For some recent examples, see:
32. a) H. M. Colquhoun, Z. Zhu, C. J. Cardin, Y. Gan, M. G. B. Drew, J. Am. Chem. Soc. 2007, 129,16163;
33. b) X.-X. Peng, H.-Y. Lu, T. Han, C.-F. Chen, Org. Lett. 2007, 9, 895;
34. T. Schaller, U. P. Buechele, F.-G. Klaerner, D. Blaeser, R. Boese, S. P. Brown, H. W. Spiess, F. Koziol, J. Kussmann, C. Ochsenfeld, J. Am. Chem. Soc. 2007, 129, 1293.
35. a) V. Balzani, H. Bandmann, P. Ceroni, C. Giansante, U. Hahn, F.-G. Klärner, U. Müller, W. M. Müller, C. Verhaelen, V. Vicinelli, F. Vögtle, J. Am. Chem. Soc. 2006, 128, 637;
36. b) V. Balzani, P. Ceroni,
37. Giansante, V. Vicinelli, F.-G. Klärner, C. Verhaelen, F. Vögtle, U. Hahn, Angew. Chem. 2005, 117, 4650;
38. Angew. Chem. Int. Ed. 2005, 44, 4574.
39. a) I. O. Koshevoy, L. Koskinen, M. Haukka, S. P. Tunik, P. Y. Serdo-bintsev, A. S. Melnikov, T. A. Pakkanen, Angew. Chem. 2008, 120, 4006;
40. Angew. Chem. Int. Ed. 2008, 47, 3942;
41. b) J. P. Leonard, P. Jensen, T. McCabe, J. E. O'Brien, R. D. Peacock, P. E. Kruger, T. Gunnlaugsson, J. Am. Chem Soc. 2007, 129, 10986;
42. J. F. Hulvat, M. Sofos, K. Tajima, S. I. Stupp, J. Am. Chem. Soc. 2005, 127, 366;
43. G. Bergamini, C. Saudan, P. Ceroni, M. Maestri, V. Balzani, M. Gorka, S.-K. Lee, J. van Heyst, F. Vögtle, J. Am. Chem. Soc. 2004, 126,16466.
44. P. Ceroni, G. Bergamini, F. Marchioni, V. Balzani, Prog. Polym. Sci. 2005, 30, 453.
45. For some recent examples, see:
46. a) C. Röoger, Y. Miloslavina, D. Brunner, A. R. Holzwarth, F. Würthner, J. Am. Chem. Soc. 2008, 130, 5929;
47. b) M. Endo, M. Fujitsuka, T. Majima, Chem. Eur. J. 2007, 13, 8660.
48. a) H.-A. Ho, A. Najari, M. Leclerc, Acc. Chem. Res. 2008, 41, 168;
49. b) S. W. Thomas III, G. D. Joly, T. M. Swager, Chem. Rev. 2007, 107, 1339.
50. I. B. Berlman, Handbook of Fluorescence Spectra of Aromatic Molecules, Academic Press, London, 1965.
51. a) B. Branchi, P. Ceroni, V. Balzani, M. C. Cartagena, F.-G. Klärner, T. Schrader, F. Vögtle, New J. Chem. 2009, 33, 397;
52. b) F.-G. Klärner, B. Kahlert, A. Nellesen, J. Zienau, C. Ochsenfeld, T. Schrader, J. Am. Chem. Soc. 2006, 128, 4831;
53. c)F.-G. Klärner, B. Kahlert, R. Boese, D. Bläser, A. Juris, F. Marchioni, Chem. Eur. J. 2005, 11, 3363;
54. d)F. Marchioni, A. Juris, M. Lobert, U. P. Seelbach, B. Kahlert, F.-G. Klärner, New J. Chem. 2005, 29, 780.
55. IIhas no low-lying excited state or easily accessible redox processes.
56. a) T. Ikunaga, H. Ikeda, A. Ueno, Chem. Eur. J. 1999, 5, 2698;
57. b) H. F. M. Nelissen, F. Venema, R. M. Uittenbogaard, M. C. Feiters, R. J. M. Nolte, J. Chem. Soc. Perkin Trans. 2 1997, 2045;
58. H. Ikeda, M. Nakamura, N. Ise, N. Oguma, A. Nakamura, T. Ikeda, F. Toda, A. Ueno, J. Am. Chem. Soc. 1996, 118, 10980.
59. a) V. Balzani, P. Ceroni, V. Vicinelli, S. Gestermann, M. Gorka, C. Kauffmann, F. Vögtle, J. Am. Chem. Soc. 2000, 122, 10398;
60. b)V. Balzani, P. Ceroni, S. Gestermann, C. Kauffmann, M. Gorka, F. Vögtle, Chem. Commun. 2000, 853.
61. M. Kamieth, F.-G. Klarner, F. Diederich, Angew. Chem. 1998, 110, 3497;
62. Angew. Chem. Int. Ed. 1998, 37, 3303.
63. F. Vögtle, S. Gestermann, C. Kauffmann, P. Ceroni, V. Vicinelli, L. De Cola, V. Balzani, J. Am. Chem. Soc. 1999, 121, 12161.
64. J. N. Demas, G. A. Crosby, J. Phys. Chem. 1971, 75, 991.
65. M. Montalti, A. Credi, L. Prodi, M. T. Gandolfi in Handbook of Photochemistry, 3rd ed., Taylor & Francis, London, 2006, chapter 10.
66. a) R. A. Binstead, SPECFIT, Spectrum Software Associates, Chapell Hill, NC, 1996; b) H. Gampp, M. Maeder, C. J. Meyer, A. Zuberbulher, Talanta 1985, 32, 257.