Determination of binding strength for the supramolecular complexation of a designed bisporphyrin with C 60, C 70 and their derivatives employing absorption spectrophotometric, fluorescence and quantum chemical calculations

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

Volumn 79, Issue 5, 2011, Pages 1952-1958

  Mukherjee, Sibayan ^a   Bauri, Ajay K ^b   Bhattacharya, Sumanta ^a  

^a UNIVERSITY OF BURDWAN   (India)

^b BHABHA ATOMIC RESEARCH CENTRE   (India)

Author keywords

Binding constant; C 60; C 70 and their derivatives; Designed bisporphyrin; MMMF calculations; Steady state and time resolved fluorescence investigations; UV Vis

Indexed keywords

BINDING CONSTANT; C 60; C 70 AND THEIR DERIVATIVES; DESIGNED BISPORPHYRIN; MMMF CALCULATIONS; STEADY STATE; UV-VIS;

ABSORPTION; BUTYRIC ACID; CARBOXYLATION; COMPLEXATION; FATTY ACIDS; FULLERENES; MOLECULAR MECHANICS; QUANTUM CHEMISTRY; QUANTUM THEORY; SPECTROPHOTOMETERS; SPECTROPHOTOMETRY; SUPRAMOLECULAR CHEMISTRY; THERMOCHEMISTRY; TOLUENE;

FLUORESCENCE;

FULLERENE C60; FULLERENE C70; FULLERENE DERIVATIVE; PORPHYRIN;

ABSORPTION; ARTICLE; CHEMICAL MODEL; CHEMISTRY; METABOLISM; PROTEIN BINDING; QUANTUM THEORY; SPECTROFLUOROMETRY;

ABSORPTION; FULLERENES; MODELS, CHEMICAL; PORPHYRINS; PROTEIN BINDING; QUANTUM THEORY; SPECTROMETRY, FLUORESCENCE;

EID: 79960278735     PISSN: 13861425     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.saa.2011.05.099     Document Type: Article

References (69)

1. M.J. Lehn Pure Appl. Chem. 50 1978 871 892
2. H.W. Kroto, J.R. Heath, S.C. O'Brien, R.F. Curl, and R.E. Smalley Nature 318 1985 162 163
3. E.A. Rohlfing, D.M. Cox, and A. Kaldor J. Chem. Phys. 81 1984 3322 3330
4. R. Taylor Lecture Notes in Fullerene Chemistry 1996 Imperial College Press London
5. D.M. Guldi, and N. Martín J. Mater. Chem. 12 2002 1978 1992
6. F.M. Diederich, and -G. López Chem. Soc. Rev. 28 1999 263 277
7. D.Y. Sun, T. Drovetskaya, R.D. Bolskar, R. Bau, P.D.W. Boyd, and C.A. Reed J. Org. Chem. 62 1997 3642 3649
8. P.D.W. Boyd, M.C. Hodgson, L. Chaker, C.E.F. Rickard, A.G. Oliver, P.J. Brothers, R. Bolskar, F.S. Tham, and C.A. Reed J. Am. Chem. Soc. 121 1999 10487 10495
9. C.A. Reed, N.L.P.K. Fackler, -C. Kim, D. Stasko, D.R. Evans, P.D.W. Boyd, and C.E.F. Rickard J. Am. Chem. Soc. 121 1999 6314 6315
10. Y.-B. Wang, and Z. Lin J. Am. Chem. Soc. 125 2003 6072 6073
11. D. Bonifazi, G. Accorsi, N. Armaroli, F. Song, A. Palkar, L. Echegoyen, M. Scholl, P. Seiler, B. Jaun, and F. Diederich Helv. Chim. Acta 88 2005 1839 1884
12. P.D.W. Boyd, and C.A. Reed Acc. Chem. Res 38 2005 235 242
13. D.M. Guldi Chem. Commun. 2000 321 327
14. I. Beletskaya, V.S. Tyurin, A.Y. Tsivadze, R. Guilard, and C. Stern Chem. Rev. 109 2009 1659 1713
15. P.A. Liddell, J.P. Sumida, A.N. MacPherson, L. Noss, G.R. Seely, K.N. Clark, A.L. Moore, T.A. Moore, and D. Gust J. Photochem. Photobiol. 60 1994 537 541
16. D. Kuciauskas, S. Lin, G.R. Seely, A.L. Moore, T.A. Moore, D. Gust, T. Drovetskaya, C.A. Reed, and P.D.W. Boyd J. Phys. Chem. 100 1996 15926 15932
17. H. Imahori, N.V. Tkachenko, V. Vehmanen, K. Tamaki, H. Lemmetyinen, Y. Sakata, and S. Fukuzumi J. Phys. Chem. A 105 2001 1750 1756
18. H. Imahori Org. Biomol. Chem. 2 2004 1425 1433
19. Y. Kobori, S. Yamauchi, K. Akiyama, S. Tero-Kubota, H. Imahori, S. Fukuzumi, and J.R. Norris Jr. Proc. Natl. Acad. Sci. U.S.A 102 2005 10017 10022
20. J.W. Steed, and J.L. Atwood Supramolecular Chemistry 2000 Wiley Chichester
21. V Balzani Electron Transfer in Chemistry vols. I-V. 2001 Wiley-VCH Weinheim
22. J.L. Atwood, J.E.D. Davies, D.D. MacNicol, F. Vögtle, and J.-M. Lehn Comprehensive Supramolecular Chemistry vols. 1-10 1996 Pergamon/Elsevier Oxford, UK
23. A.C. Benniston Chem. Soc. Rev. 33 2004 573 578
24. Bisporphyrin 1 is prepared according to the modified route as reported in the literature; see: H. Uno, A. Masumoto, N. Ono, J. Am. Chem. Soc. 125 (2003) 12082-12083. The detailed procedure will be reported elsewhere.
25. A. Hosseini, S. Taylor, G. Accorsi, N. Armaroli, C.A. Reed, and P.D.W. Boyd J. Am. Chem. Soc. 128 2006 15903 15913
26. V. Chukharev, N.V. Tkachenko, A. Efimov, and H. Lemmetyinen Chem. Phys. Lett. 411 2005 501 505
27. D. Bonifazi, M. Scholl, F.Y. Song, L. Echegoyen, G. Accorsi, N. Armaroli, and F. Diederich Angew. Chem. Int. Ed. 42 2003 4966 4970
28. D.M. Guldi, T.D. Ros, P. Braiuca, and M. Prato Photochem. Photobiol. Sci. 2 2003 1067 1070
29. D.M. Guldi, A. Hirsch, M. Scheloske, E. Dietel, A. Troisi, F. Zerbetto, and M. Prato Chem.: A Eur. J. 9 2003 4968 4979
30. M. Gouterman, G.H. Wagniere, and L.C. Synder J. Mol. Spectrosc. 11 1963 108 127
31. S.A. Vail, D.I. Schuster, D.M. Guldi, M. Isosomppi, N. Tkachenko, H. Lemmetyinen, X. Chen, and J.Z.H. Zhang J. Phys. Chem. B 110 2006 14155 14166
32. J. Lakowicz Principles of Fluorescence Spectroscopy 2nd ed. 1999 Plenum New York
33. A. Ahmad, K. Kern, and K. Balasubramanian Chem. Phys. Chem. 10 2009 905 909
34. D. Gust, T.A. Moore, A.L. Moore, D. Kuciauskas, P.A. Liddell, and B.D. Halbert J. Photochem. Photobiol. B 43 1998 209 216
35. F. D'Souza, S. Gadde, M.E. Zandler, K. Arkady, M.E. El-Khouly, M. Fujitsuka, and O. Ito J. Phys. Chem. A 106 2002 12393 12404
36. S. Mukherjee, A.K. Bauri, and S. Bhattacharya Chem. Phys. Lett. 500 2010 128 139
37. S. Bhattacharya, K. Tominaga, T. Kimura, H. Uno, and N. Komatsu Chem. Phys. Lett. 433 2007 395 402
38. S. Bhattacharya, S. Chattopadhyay, S.K. Nayak, S.B. Banerjee, and M. Banerjee Spectrochim. Acta Part A 68 2007 427 431
39. Z. Xihuang, G. Zhennan, W. Yongqing, S. Yiliang, J. Zhaoxia, X. Yan, S. Biyun, W. Yi, F. Hua, and W. Jingzun Carbon 32 1994 935 937
40. C.A. Hunter, and J.K.M. Sanders J. Am. Chem. Soc. 112 1990 5525 5534
41. Y.J. Zheng, K. Tashiro, Y. Hirabayashi, K. Kinbara, K. Saigo, T. Aida, S. Sakamoto, and K. Yamaguchi Angew. Chem. Int. Ed. 40 2001 1857 1861
42. M. Dudič, P. Lhoták, I. Stibor, H. Petří čková, and K. Lang J. Chem. 28 2004 85 90
43. D.I. Schuster, K. Li, D.M. Guldi, and J. Ramey Org. Lett. 6 2004 1919 1922
44. X.M. Wang, H.X. Zhang, and Q.Y. Zheng Angew. Chem. Int. Ed. 43 2004 838 842
45. H. Matsubara, S. Oguri, K. Asano, and K. Yamamoto Chem. Lett. 28 1999 431 432
46. T. Kawase, K. Tanaka, Y. Seirai, N. Shino, and M. Oda Angew. Chem. Int. Ed. 42 2003 5597 5600
47. Y. Shoji, K. Tashiro, and T. Aida J. Am. Chem. Soc. 126 2004 6570 6571
48. D.I. Schuster, P.D. Jarowski, A.N. Kirschner, and S.R. Wilson J. Mater. Chem. 12 2002 2041 2047
49. D.M. Guldi Chem. Soc. Rev. 31 2002 22 36
50. D.I. Schuster, P. Cheng, P.D. Jarowski, D.M. Guldi, C. Luo, L. Echegoyen, S. Pyo, A.R. Holzwarth, S.E. Braslavsky, R.M. Williams, and G. Klihm J. Am. Chem. Soc. 126 2004 7257 7270
51. D.M. Guldi Pure Appl. Chem. 75 2003 1069 1075
52. F. Hauke, A. Hirsch, S.G. Liu, L. Echegoyen, A. Swartz, C. Luo, and D.M. Guldi Chem. Phys. Chem. 3 2002 195 205
53. D.M. Guldi, and N. Martin Fullerenes: From Synthesis to Optoelectronic Applications 2002 Kluwer Academic Dordrecht
54. G. Yin, D. Xu, and Z. Xu Chem. Phys. Lett. 365 2002 232 236
55. H.A. Benesi, and J.H. Hildebrand J. Am. Chem. Soc. 71 1949 2703 2707
56. M. Dudić, P. Lhoták, I. Stibor, H. Petrćková, and K. Lang N. J. Chem. 28 2004 85 90
57. O.D. Fox, M.G.B. Drew, E.J.S. Wilkinson, and P.D. Beer Chem. Commun. 2000 391 392
58. Y. Kubo, A. Sugasaki, M. Ikeda, K. Sugiyasu, K. Sonoda, A. Ikeda, M. Takeuchi, and S. Shinkai Org. Lett. 4 2002 925 928
59. D. Sun, F.S. Tham, C.A. Reed, A.L. Chaker, L.M. Burgess, and P.D.W. Boyd J. Am. Chem. Soc. 122 2000 10704 10705
60. M. Ayabe, A. Ikeda, Y. Kubo, M. Takeuchi, and S. Shinkai Angew. Chem. Int. Ed. 41 2002 2790 2792
61. X.X.M. Wang, H.Q. Zhang, and Y. Zheng Angew. Chem. Int. Ed. 43 2004 838 842
62. H. Matsubara, S. Oguri, K. Asano, and K. Yamamoto Chem. Lett. 1999 431 432
63. T. Haino, M. Yanase, and Y. Fukazawa Angew. Chem. Int. Ed. 37 1998 997 998
64. J.-Y. Zheng, K. Tashiro, Y. Hirabayashi, K. Kinbara, K. Saigo, T. Aida, S. Sakamoto, and K. Yamaguchi Angew. Chem. Int. Ed. 40 2001 1858 1861
65. N. Komatsu Org. Biomol. Chem. 1 2003 204 209
66. A. Ouchi, K. Tashiro, K. Yamaguchi, T. Tsuchiya, T. Akasaka, and T. Aida Angew. Chem. Int. Ed. 45 2006 3542 3546
67. S. Mizyed, P.R. Tremaine, and P.E. Georghiou J. Chem. Soc. Perkin Trans. 2 2 2001 3 6
68. T. Haino, M. Yanase, and Y. Fukuzawa Angew. Chem. Int. Ed. Engl. 36 1997 259 260
69. X. Zhou, Z. Gu, Y. Wu, Y. Sun, Z. Jin, Y. Xiong, B.Y. Sun, H. Fu, and J. Wang Carbon 32 1994 935 937