Spectroscopic response of ferrocene derivatives bearing a BODIPY moiety to water: A new dissociation reaction

Chemistry - A European Journal

Volumn 18, Issue 3, 2012, Pages 925-930

  Chen, Suming ^a   Chen, Wei ^a   Shi, Wen ^a   Ma, Huimin ^a  

^a INSTITUTE OF CHEMISTRY   (China)

Author keywords

bodipy; cleavage reactions; ferrocene; fluorescent probes; hydrolysis

Indexed keywords

BODIPY; BORON DIPYRROMETHENE; CLEAVAGE REACTION; COLOR CHANGES; CYCLOPENTADIENES; DIFLUORIDE; DISSOCIATION REACTIONS; DONOR-ACCEPTORS; ELECTRON DONORS; FERROCENCE; FERROCENE DERIVATIVE; FERROCENES; FLUORESCENCE ENHANCEMENT; FLUORESCENCE INTENSITIES; FLUORESCENT PROBES; NATURAL LIGHT; ORGANOMETALLIC COMPOUNDS; REACTIVE OXYGEN SPECIES; ROOM TEMPERATURE; SPECTROSCOPIC RESPONSE;

BORON; BORON COMPOUNDS; COLORIMETRY; DISSOCIATION; FLUORESCENCE; FLUOROPHORES; HYDROLYSIS; IRON COMPOUNDS; IRRADIATION; OLEFINS; PROBES;

ORGANOMETALLICS;

4,4 DIFLUORO 4 BORA 3A,4A DIAZA S INDACENE; 4,4-DIFLUORO-4-BORA-3A,4A-DIAZA-S-INDACENE; BORON DERIVATIVE; FERROCENE; FERROUS ION; FLUORESCENT DYE; WATER;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; ELECTRON SPIN RESONANCE; SYNTHESIS;

BORON COMPOUNDS; ELECTRON SPIN RESONANCE SPECTROSCOPY; FERROUS COMPOUNDS; FLUORESCENT DYES; MOLECULAR STRUCTURE; WATER;

EID: 84862910590     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201101764     Document Type: Article

References (46)

1. T. J. Kealy, P. L. Pauson, Nature 1951, 168, 1039-1040
2. S. A. Miller, J. A. Tebboth, J. F. Tremaine, J. Chem. Soc. 1952, 632-635.
3. G. R. Arrayas, J. Adrio, J. C. Carretero, Angew. Chem. 2006, 118, 7836-7878
4. Angew. Chem. Int. Ed. 2006, 45, 7674-7715
5. B. Hu, M. Meng, Z. Wang, W. Du, J. S. Fossey, X. Hu, W. Deng, J. Am. Chem. Soc. 2010, 132, 17041-17044
6. W. Chen, W. Mbafor, S. M. Roberts, J. Whittall, J. Am. Chem. Soc. 2006, 128, 3922-3923
7. T. Ireland, K. Tappe, G. Grossheimann, P. Knochel, Chem. Eur. J. 2002, 8, 843-852.
8. I. R. Whitall, A. M. McDonagh, M. G. Humphrey, Adv. Organomet. Chem. 1998, 42, 291-362
9. S. Venkatraman, R. Kumar, J. Sankar, T. K. Chandrashekar, K. Sendhil, C. Vijayan, A. Kelling, M. O. Senge, Chem. Eur. J. 2004, 10, 1423-1432.
10. D. Astruc, Electron Transfer and Radical Processes in Transition-Metal Chemistry, Wiley-VCH, New York, 1995
11. M. J. A. Shiddiky, A. A. J. Torriero, Z. Zeng, L. Spiccia, A. M. Bond, J. Am. Chem. Soc. 2010, 132, 10053-10063
12. J. M. Casas-Solvas, E. Ortiz-Salmerõn, J. J. Giménez- Martínez, L. García-Fuentes, L. F. Capitán-Vallvey, F. Santoyo-González, A. Vargas-Berenguel, Chem. Eur. J. 2009, 15, 710-725.
13. D. R. van Staveren, N. Metzler-Nolte, Chem. Rev. 2004, 104, 5931-5985.
14. E. W. Neuse, J. Inorg. Organomet. Polym. Mater. 2005, 15, 3-32
15. N. Metzler-Nolte, Nachr. Chem. 2006, 54, 966-970.
16. J. Dunitz, L. Orgel, A. Rich, Acta Crystallogr. 1956, 9, 373- 375
17. P. Laszlo, R. Hoffmann, Angew. Chem. 2000, 112, 127-128
18. A. Haaland, Acc. Chem. Res. 1979, 12, 415-422
19. E. Rühl, A. P. Hitchcock, J. Am. Chem. Soc. 1989, 111, 5069-5075.
20. M. C. Zerner, G. H. Loew, R. F. Kirchner, U. T. Mueller-Westerhoff, J. Am. Chem. Soc. 1980, 102, 589-599.
21. H. T. Liou, Y. Ono, P. C. Engelking, J. T. Moseley, J. Phys. Chem. 1986, 90, 2888-2892
22. M. Clara, H. J. Neusser, J. Phys. Chem. A 2001, 105, 5577-5585.
23. S. Fery-Forgues, B. Delavaux-Nicot, J. Photochem. Photobiol. A 2000, 132, 137-159
24. B. Seiwert, U. Karst, Anal. Bioanal. Chem. 2008, 390, 181-200
25. D. Kang, X. Zuo, R. Yang, F. Xia, K. W. Plaxco, R. J. White, Anal. Chem. 2009, 81, 9109-9113.
26. X. H. Li, G. X. Zhang, H. M. Ma, D. Q. Zhang, J. Li, D. B. Zhu, J. Am. Chem. Soc. 2004, 126, 11543-11548
27. X. Q. Chen, X. C. Wang, S. J. Wang, W. Shi, K. Wang, H. M. Ma, Chem. Eur. J. 2008, 14, 4719-4724
28. S. M. Chen, J. X. Lu, C. D. Sun, H. M. Ma, Analyst 2010, 135, 577-582.
29. T. Miura, Y. Urano, K. Tanaka, T. Nagano, K. Ohkubo, S. Fukuzumi, J. Am. Chem. Soc. 2003, 125, 8666-8671
30. A. P. de Silva, T. S. Moody, G. D. Wright, Analyst 2009, 134, 2385-2393
31. H. M. Ma, U. Jarzak, W. Thiemann, New J. Chem. 2001, 25, 872-874
32. X. Q. Chen, M. Sun, H. M. Ma, Curr. Org. Chem. 2006, 10, 477-489
33. Y. Gabe, Y. Urano, K. Kikuchi, H. Kojima, T. Nagano, J. Am. Chem. Soc. 2004, 126, 3357-3367
34. T. Terai, K. Kikuchi, S. Y. Iwasawa, T. Kawabe, Y. Hirata, Y. Urano, T. Nagano, J. Am. Chem. Soc. 2006, 128, 6938-6946
35. T. Ueno, Y. Urano, H. Kojima, T. Nagano, J. Am. Chem. Soc. 2006, 128, 10640-10641.
36. D. González-Rodríguez, T. Torres, M. M. Olmstead, J. Rivera, M. Á. Herranz, L. Echegoyen, C. A. Castellanos, D. M. Guldi, J. Am. Chem. Soc. 2006, 128, 10680-10681
37. W. Cao, J. P. Ferrance, J. Demas, J. P. Landers, J. Am. Chem. Soc. 2006, 128, 7572-7578.
38. X. J. Duan, Z. Zhao, J. P. Ye, H. M. Ma, A. D. Xia, G. Q. Yang, C. Wang, Angew. Chem. 2004, 116, 4312-4315
39. Angew. Chem. Int. Ed. 2004, 43, 4216-4219
40. S. L. Niu, G. Ulrich, R. Ziessel, A. Kiss, P. Y. Renard, A. Romieu, Org. Lett. 2009, 11, 2049-2052
41. A. Loudet, K. Burgess, Chem. Rev. 2007, 107, 4891-4932.
42. K. Stolze, N. Rohr-Udilova, T. Rosenau, A. Hofinger, D. Kolarich, H. Nohl, Bioorg. Med. Chem. 2006, 14, 3368-3376
43. P. B. McCay, E. K. Lai, J. L. Poyer, C. M. DuBose, E. G. Janzen, J. Biol. Chem. 1984, 259, 2135-2143.
44. A. P. de Silva, H. Q. N. Gunaratne, C. P. McCoy, Nature 1993, 364, 42-44
45. A. P. de Silva, H. Q. N. Gunaratne, C. P. McCoy, J. Am. Chem. Soc. 1997, 119, 7891-7892.
46. J. R. Lakowicz, Principles of Fluorescence Spectroscopy, Kluwer Academic/Plenum, New York, 1999.