Novel chlorin-diene building block by enyne metathesis: Synthesis of chlorin-fullerene dyads

Chemical Communications

Volumn , Issue 24, 1999, Pages 2469-2470

  Zheng, Gang ^a   Dougherty, Thomas J ^a   Pandey, Ravindra K ^a  

^a ROSWELL PARK CANCER INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKADIENE; FULLERENE;

ARTICLE; CATALYST; CHEMICAL ANALYSIS; CHEMICAL REACTION; FLUORESCENCE SPECTROSCOPY; MODEL; PHOTOSYNTHESIS; SYNTHESIS;

EID: 0033592993     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a906889i     Document Type: Article

References (21)

1. K. M. Kadish and R. S. Ruoff, Fullerenes, The Electrochemical Society, NJ, 1995; A. Hirsch, The Chemistry of Fullerenes, 1994, Georg Thieme Verlag, Stuttgart, 1994.
2. K. M. Kadish and R. S. Ruoff, Fullerenes, The Electrochemical Society, NJ, 1995; A. Hirsch, The Chemistry of Fullerenes, 1994, Georg Thieme Verlag, Stuttgart, 1994.
3. S. Fukuzumi, I. Nakanishi, T. Suenobu and K. M. Kadish, J. Am. Chem. Soc., 1999, 121, 3468; D. Guldi, G. Torres-Garcia and J. Mattay, J. Phys. Chem. A., 1998, 102, 9679.
4. S. Fukuzumi, I. Nakanishi, T. Suenobu and K. M. Kadish, J. Am. Chem. Soc., 1999, 121, 3468; D. Guldi, G. Torres-Garcia and J. Mattay, J. Phys. Chem. A., 1998, 102, 9679.
5. For recent examples see: P. Cheng, S. R. Wilson and D. I. Schuster, Chem. Commun., 1999, 89; T. Da Ros, M. Prato, D. Guldi, E. Alessio, M. Ruzzi and L. Pasimeni, Chem. Commun., 1999, 635; D. Gust, T. A. Moore and A. L. Moore, Pure Appl. Chem., 1998, 70, 2189; K. Tamaki, H. Imahori, Y. Nishimura, I, Yamazaki, A. Shimomura, T. Okada and Y. Sakata, Chem. Lett., 1999, 227; J.-P. Bourgeois, F. Diederich, L. Echegoyen and J.-F. Nierengarten, Helv. Chim. Acta, 1998, 81, 1835.
6. For recent examples see: P. Cheng, S. R. Wilson and D. I. Schuster, Chem. Commun., 1999, 89; T. Da Ros, M. Prato, D. Guldi, E. Alessio, M. Ruzzi and L. Pasimeni, Chem. Commun., 1999, 635; D. Gust, T. A. Moore and A. L. Moore, Pure Appl. Chem., 1998, 70, 2189; K. Tamaki, H. Imahori, Y. Nishimura, I, Yamazaki, A. Shimomura, T. Okada and Y. Sakata, Chem. Lett., 1999, 227; J.-P. Bourgeois, F. Diederich, L. Echegoyen and J.-F. Nierengarten, Helv. Chim. Acta, 1998, 81, 1835.
7. For recent examples see: P. Cheng, S. R. Wilson and D. I. Schuster, Chem. Commun., 1999, 89; T. Da Ros, M. Prato, D. Guldi, E. Alessio, M. Ruzzi and L. Pasimeni, Chem. Commun., 1999, 635; D. Gust, T. A. Moore and A. L. Moore, Pure Appl. Chem., 1998, 70, 2189; K. Tamaki, H. Imahori, Y. Nishimura, I, Yamazaki, A. Shimomura, T. Okada and Y. Sakata, Chem. Lett., 1999, 227; J.-P. Bourgeois, F. Diederich, L. Echegoyen and J.-F. Nierengarten, Helv. Chim. Acta, 1998, 81, 1835.
8. For recent examples see: P. Cheng, S. R. Wilson and D. I. Schuster, Chem. Commun., 1999, 89; T. Da Ros, M. Prato, D. Guldi, E. Alessio, M. Ruzzi and L. Pasimeni, Chem. Commun., 1999, 635; D. Gust, T. A. Moore and A. L. Moore, Pure Appl. Chem., 1998, 70, 2189; K. Tamaki, H. Imahori, Y. Nishimura, I, Yamazaki, A. Shimomura, T. Okada and Y. Sakata, Chem. Lett., 1999, 227; J.-P. Bourgeois, F. Diederich, L. Echegoyen and J.-F. Nierengarten, Helv. Chim. Acta, 1998, 81, 1835.
9. For recent examples see: P. Cheng, S. R. Wilson and D. I. Schuster, Chem. Commun., 1999, 89; T. Da Ros, M. Prato, D. Guldi, E. Alessio, M. Ruzzi and L. Pasimeni, Chem. Commun., 1999, 635; D. Gust, T. A. Moore and A. L. Moore, Pure Appl. Chem., 1998, 70, 2189; K. Tamaki, H. Imahori, Y. Nishimura, I, Yamazaki, A. Shimomura, T. Okada and Y. Sakata, Chem. Lett., 1999, 227; J.-P. Bourgeois, F. Diederich, L. Echegoyen and J.-F. Nierengarten, Helv. Chim. Acta, 1998, 81, 1835.
10. P. Liddell, D. Kuciauskas, J. Sumida, B. Nash, D. Nguyen, A. Moore, T. Moore and D. Gust, J. Am. Chem. Soc., 1997, 119, 1400.
11. H. Imahori, K. Hagiwara, A. Masanori, T. Akiyama, S. Taniguchi, T. Okada, M. Shirakawa and Y. Sakata, J. Am. Chem. Soc., 1996, 118, 11771.
12. G. Zheng, J. L. Alderfer, M. O. Senge, M. Shibata and R. K. Pandey, J. Org. Chem., 1998, 63, 6435; J. Jaquinod, M. O. Senge, R. K. Pandey, T. P. Forsyth and K. M. Smith, Angew. Chem., Int. Ed. Engl., 1996, 35, 1840; G. Zheng, R. K. Pandey, T. P. Forsyth, A. N. Kozyrev, T. J. Dougherty and K. M. Smith, Tetrahedron Lett., 1997, 38, 2409; A. Osuka, S. Marumo, Y. Wada, I. Yamazki, T. Yamazki, Y. Shirakawa and Y. Nishimura, Bull. Chem. Soc. Jpn., 1995, 68, 2909.
13. G. Zheng, J. L. Alderfer, M. O. Senge, M. Shibata and R. K. Pandey, J. Org. Chem., 1998, 63, 6435; J. Jaquinod, M. O. Senge, R. K. Pandey, T. P. Forsyth and K. M. Smith, Angew. Chem., Int. Ed. Engl., 1996, 35, 1840; G. Zheng, R. K. Pandey, T. P. Forsyth, A. N. Kozyrev, T. J. Dougherty and K. M. Smith, Tetrahedron Lett., 1997, 38, 2409; A. Osuka, S. Marumo, Y. Wada, I. Yamazki, T. Yamazki, Y. Shirakawa and Y. Nishimura, Bull. Chem. Soc. Jpn., 1995, 68, 2909.
14. G. Zheng, J. L. Alderfer, M. O. Senge, M. Shibata and R. K. Pandey, J. Org. Chem., 1998, 63, 6435; J. Jaquinod, M. O. Senge, R. K. Pandey, T. P. Forsyth and K. M. Smith, Angew. Chem., Int. Ed. Engl., 1996, 35, 1840; G. Zheng, R. K. Pandey, T. P. Forsyth, A. N. Kozyrev, T. J. Dougherty and K. M. Smith, Tetrahedron Lett., 1997, 38, 2409; A. Osuka, S. Marumo, Y. Wada, I. Yamazki, T. Yamazki, Y. Shirakawa and Y. Nishimura, Bull. Chem. Soc. Jpn., 1995, 68, 2909.
15. G. Zheng, J. L. Alderfer, M. O. Senge, M. Shibata and R. K. Pandey, J. Org. Chem., 1998, 63, 6435; J. Jaquinod, M. O. Senge, R. K. Pandey, T. P. Forsyth and K. M. Smith, Angew. Chem., Int. Ed. Engl., 1996, 35, 1840; G. Zheng, R. K. Pandey, T. P. Forsyth, A. N. Kozyrev, T. J. Dougherty and K. M. Smith, Tetrahedron Lett., 1997, 38, 2409; A. Osuka, S. Marumo, Y. Wada, I. Yamazki, T. Yamazki, Y. Shirakawa and Y. Nishimura, Bull. Chem. Soc. Jpn., 1995, 68, 2909.
16. R. H. Grubbs and S. Chang, Tetrahedron, 1998, 54, 4413.
17. D. S. Bohle, C. H. Hung and B. D. Smith, Inorg. Chem., 1998, 37, 5798.
18. A. Kinoshita, N, Sakakibara and M. Mori, Tetrahedron, 1999, 55, 8155.
19. P. H. Hynninen, in Chlorophylls, ed. H. Scheer, CRC Press, Boca Raton, Florida, 1991, p. 146.
20. S. R. Wilson and Q. Lu, Tetrahedron Lett., 1993, 34, 8043.
21. 2 and benzene solution was quenched by 88 and 63%, respectively, indicating a significant interaction between the chlorin and fullerene moieties.