Syntheses, characterization, and photochromic studies of spirooxazine-containing 2,2′-bipyridine ligands and their zinc(II) thiolate complexes

Inorganic Chemistry

Volumn 47, Issue 19, 2008, Pages 8912-8920

  Bao, Zhihong ^a,b   Ng, Ka Yuen ^b   Yam, Vivian Wing Wah ^a,b   Ko, Chi Chiu ^b,c   Zhu, Nianyong ^b   Wu, Lixin ^a  

^a Jilin University   (China)

^b UNIVERSITY OF HONG KONG   (Hong Kong)

^c CITY UNIVERSITY OF HONG KONG   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

2,2' BIPYRIDINE; LIGAND; ORGANOMETALLIC COMPOUND; OXAZINE DERIVATIVE; THIOL DERIVATIVE; ZINC;

ABSORPTION; ARTICLE; CHEMISTRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

2,2'-DIPYRIDYL; ABSORPTION; LIGANDS; MAGNETIC RESONANCE SPECTROSCOPY; ORGANOMETALLIC COMPOUNDS; OXAZINES; SULFHYDRYL COMPOUNDS; ZINC;

EID: 54149115476     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic8009755     Document Type: Article

References (62)

1. Hirshberg, Y. C. R. Acad. Sci., Paris 1950, 231, 903.
2. Christiane, S.-D.; Barbara, L.-H.; Gilles, B.; Gérard, G.; Robert, G. J. Photochem. Photobiol. A: Chem. 1995, 91, 223-232.
3. (a) Morimoto, M.; Kobatake, S.; Irie, M. J. Am. Chem. Soc. 2003, 125, 11080-11087.
4. (b) Yuan, W. F.; Sun, L.; Tang, H. H.; Wen, Y. Q.; Jiang, G. J.; Huang, L. J.; Song, Y. L.; Tian, H.; Zhu, D. B. Adv. Mater. 2005, 17, 156-160.
5. (c) Xiao, S. Z.; Zou, Y.; Yu, M. X.; Yi, T.; Zhou, Y. F.; Li, F. Y.; Huang, C. H. Chem. Commun. 2007, 45, 4758-4760.
6. (d) Corredor, C. C.; Huang, Z.-L.; Belfield, K. D.; Morales, A. R.; Bondar, M. V. Chem. Mater. 2007, 19, 5165-5173.
7. (a) Kawata, S.; Kawata, Y. Chem. Rev. 2000, 100, 1777-1788.
8. (b) Berkovic, G.; Krongauz, V.; Weiss, V. Chem. Rev. 2000, 100, 1741-1753.
9. (c) Chen, C.-T.; Chou, Y.-C. J. Am. Chem. Soc. 2000, 122, 7662-7672.
10. (d) Delden, R. A. v.; Mecca, T.; Rosini, C.; Feringa, B. L. Chem. - Eur. J. 2004, 10, 61-70.
11. Willner, I. Acc. Chem. Res. 1997, 30, 347-356.
12. Guglielmetti, R. In Photochromism, Molecules and Systems; Dürr, H., Bouas-Laurent, H., Eds.; Elsevier: Amsterdam, 1990.
13. (a) Yam, V. W. W.; Ko, C. C.; Wu, L. X.; Wong, K. M. C.; Cheung, K. K. Organometallics 2000, 19, 1820-1822.
14. (b) Bahr, J. L.; Kodis, G.; Garza, L.; Lin, S.; Moore, A. L.; Moore, T. A.; Gust, D. J. Am. Chem. Soc. 2001, 123, 7124-7133.
15. (c) Yam, V. W.-W.; Ko, C.-C.; Zhu, N. J. Am. Chem. Soc. 2004, 126, 12734-12735.
16. (d) Jukes, R. T. F.; Bozic, B.; Hartl, F.; Belser, P.; De Cola, L. Inorg. Chem. 2006, 45, 8326-8341.
17. (e) Nagashima, S.; Murata, M.; Nishihara, H. Angew. Chem., Int. Ed. 2006, 45, 4298-4301.
18. (f) Ngan, T.-W.; Ko, C.-C.; Zhu, N. Y.; Yam, V. W.-W. Inorg. Chem. 2007, 46, 1144-1152.
19. (g) Ko, C.-C.; Wu, L.-X.; Wong, M.-C.; Zhu, N. Y.; Yam, V. W.-W. Chem. - Eur. J. 2004, 10, 766-776.
20. (h) Khairutdinov, R. F.; Giertz, K.; Hurst, J. K.; Voloshina, E. N.; Voloshin, N. A.; Minkin, V. I. J. Am. Chem. Soc. 1998, 120, 12707-12708.
21. (i) Kume, S.; Nishihara, H. Dalton Trans. 2008, 3260-3271.
22. (a) Gould, S.; Strouse, G. F.; Meyer, T. J.; Sullivan, B. P. Inorg. Chem. 1991, 30, 2942-2949.
23. (b) Berg, K. E.; Tran, A.; Raymond, M. K.; Abrahamsson, M.; Wolny, J.; Redon, S.; Andersson, M.; Sun, L. C.; Styring, S.; Hammarström, L.; Toftlund, H.; Akermark, B. Eur. J. Inorg. Chem. 2001, 41, 1019-1029.
24. Marvel, C. S.; Porter, P. K. Org. Synth. 1941, 1, 411-412.
25. Rosenzweig, H. S.; Rakhmanova, V. A.; MacDonald, R. C. Bioconjugate Chem. 2001, 12, 258-263.
26. (a) Hosoda, M. European Patent Application EP 186364 A2, 1986.
27. (b) Osterby, B.; McKelvey, R. D.; Hill, L. J. Chem. Educ. 1991, 68, 424-425.
28. Yam, V. W.-W.; Pui, Y. L.; Cheung, K. K.; Zhu, N. Y. New J. Chem. 2002, 26, 536-542.
29. Murov, S. L.; Carmichael, I.; Hug, G. L. Handbook of Photochemistry, 2nd ed.; Marcel Dekker Inc.: New York, 1993.
30. (a) Pozzo, J. L.; Samat, A.; Guglielmetti, R.; Keukeleire, D. D. J. Chem. Soc., Perkin Trans. 1993, 2, 1327-1332.
31. (b) Hobley, J.; Wilkinson, F. J. Chem. Soc., Faraday Trans. 1996, 92, 1323-1330.
32. (c) Metelitsa, A. V.; Lokshin, V.; Micheau, J. C.; Samat, A.; Guglielmetti, R.; Minkin, V. I. Phys. Chem. Chem. Phys. 2002, 4, 4340-4345.
33. Wilkinson, F.; Hobley, J.; Naftaly, M. J. Chem. Soc., Faraday Trans. 1992, 88, 1511-1517.
34. Otwinowski, Z.; Minor, W. DENZO, version 1.3.0; The HKL Manual - A description of programs DENZO, XDISPLAYF, and SCALEPACK; Gewirth, D., Ed.; Yale University: New Haven, CT, 1995;
35. Sir97: a new tool for crystal structure determination and refinement. Altomare, A.; Burla, M. C.; Camalli, M.; Cascarano, G.; Giacovazzo, C.; Guagliardi, A.; Moliterni, A. G. G.; Polidori, G.; Spagna, R. J. Appl. Crystallogr. 1998, 32, 115.
36. Sheldrick, G. M. SHELX-97: Programs for Crystal Structure Analysis, release 97-2; University of Göttingen: Göttingen, Germany, 1997.
37. (a) Watson, A. D.; Rao, C. P.; Dorfman, J. R.; Holm, R. H. Inorg. Chem. 1985, 24, 2820-2826.
38. (b) Highland, R. G.; Crosby, G. A. Chem. Phys. Lett. 1985, 119, 454-458.
39. (c) Truesdell, K. A.; Crosby, G. A. J. Am. Chem. Soc. 1985, 107, 1787-1788.
40. (d) Highland, R. G.; Brummer, J. G.; Crosby, G. A. J. Phys. Chem. 1986, 90, 1593-1598.
41. (e) Abrahams, I. L.; Garner, C. D. J. Chem. Soc., Dalton Trans. 1987, 1577-1580.
42. (f) Jordan, K. J.; Wacholtz, W. F.; Crosby, G. A. Inorg. Chem. 1991, 30, 4588-4593.
43. (g) Burt, J. A.; Crosby, G. A. Chem. Phys. Lett. 1994, 220, 493-496.
44. (h) Halvorsen, K.; Crosby, G. A.; Wacholtz, W. F. Inorg. Chim Acta 1995, 228, 81-88.
45. (i) Anjali, K. S.; Sampanthar, J. T.; Vittal, J. J. Inorg. Chim. Acta 1999, 295, 9-17.
46. (a) Miler-Srenger, E.; Guglielmetti, R. Acta Crystallogr. 1984, C40, 2050.
47. (b) Boeyens, J. C. A. J. Cryst. Mol. Struct. 1978, 8, 317-320.
48. (c) Millini, R.; Piero, G. D.; Allegrini, P.; Crisci, L.; Malatesta, V. Acta Crystallogr. 1991, C47, 2567.
49. (d) Clegg, W.; Norman, N. C.; Lasch, J. G.; Kwak, W. S. Acta Crystallogr. 1987, C43, 1222.
50. (e) Crano, J.; Knowles, D.; Kwiatkowski, P.; Flood, T.; Ross, R.; Chiang, L.; Lasch, J.; Chadha, R.; Siuzdak, C. Acta Crystallogr. 1994, B50, 772.
51. (f) Chamontin, K.; Lokshin, V.; Guglielmetti, R.; Samat, A.; Pp̀e, G. Acta Crystallogr. 1998, C54, 670.
52. (g) Allen, F. H.; Watson, O. G.; Brammer, L.; Orpen, A. G.; Taylor, R. In International Tables for Crystallography Vol C; Wilson, A. J. C., Ed.; Kluwer Academic: Boston, 1999; Vol. C, pp 685-706.
53. (a) Stephen, S. O.; William, D. J. Inorg. Chim. Acta 2004, 357, 1836-1846.
54. (b) Thérèse, A.; Pierre, T.; Marc, F.; Michel, E. Eur. J. Inorg. Chem. 2004, 22, 4502-4509.
55. (a) Reichardt, C. Angew. Chem., Int. Ed. Engl. 1965, 4, 29-40.
56. (b) Liptay, W. Angew. Chem., Int. Ed. Engl. 1969, 8, 177-188.
57. (c) Paw, W.; Cummings, S. D.; Mansour, M. A.; Connick, W. B.; Geiger, D. K.; Eisenberg, R. Coord. Chem. Rev. 1998, 171, 125-150.
58. Favaro, G.; Malatesta, V.; Miliani, C.; Romani, A. J. Photochem. Photobiol. A: Chem. 1996, 97, 45-52.
59. (a) Favaro, G.; Masetti, F.; Mazzucato, U.; Ottavi, G.; Allegrini, P.; Malatesta, V. J. Chem. Soc., Faraday Trans. 1994, 90, 333-338.
60. (b) Chibisov, A. K.; Görner, H. Phys. Chem. Chem. Phys. 2001, 3, 424-431.
61. (c) Chibisov, A. K.; Görner, H. J. Phys. Chem. A. 1999, 103, 5211-5216.
62. (d) Metelitsa, A. V.; Micheau, J. C.; Voloshin, N. A.; Voloshina, E. N.; Minkin, V. I. J. Phys. Chem. A. 2001, 105, 8417-8422.