A fluorescent chemosensor signalling only Hg(II) and Cu(II) in water

Tetrahedron Letters

Volumn 38, Issue 22, 1997, Pages 3845-3848

  Yoon, Juyoung ^a   Ohler, Norman E ^a   Vance, David H ^a   Aumiller, Wade D ^a   Czarnik, Anthony W ^a  

^a OHIO STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRACENE DERIVATIVE; COPPER; MERCURY;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; FLUORESCENCE; SYNTHESIS;

EID: 0030965865     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00768-5     Document Type: Article

References (18)

1. For an overview of work by many laboratories, see: (a) Fluorescent Chemosensors for Ion and Molecule Recognition, Czarnik, A. W. Ed.; American Chemical Society: Washington, DC, 1993.
2. (b) Czarnik, A. W. Accts. Chem. Res. 1994, 27, 302-308.
3. (c) deSilva, A. P.; Gunaratne, H. Q. N.; Gunnlaugsson, T.; Huxley, A. T. M.; McCoy, C. P.; Rademacher, J. T.; Rice, T. E. Chem. Rev. 1997, 97, 0000.
4. (d) Chemosensors of Ion and Molecule Recognition, Desvergne, J. -P.; Czarnik, A. W. Eds.; Kluwer Academic Publishers: Dordrecht, the Netherlands, 1997.
5. For a novel, non-fiber optic based sensor platform, see: Colvin, A. E.; Phillips, T. E.; Miragliotta, J. A.; Givens, R. B.; Bargeron, C. B. Johns Hopkins Applied Phys. Lab. Tech. Digest 1996, 17, 377-385 (also viewable at: http://www.s4ms.com/.
6. (a) Saarl, L. A.; Seltz, W. R. Anyl. Chem. 1983, 55, 667-670.
7. (b) Zhujun, Z.; Seitz, W. R. ibid 1986, 58, 220-222.
8. (c) Peterson, J. I.; Fitzgerald, R. V.; Buckhold, D. K. ibid 1984, 56, 62-67.
9. Additional work aimed at the creation of a fluorescent chemosensor for Hg(II) has been reported: Vaidya, B.; Zak, Y.; Bastiaans, G. J.; Porter, M. D.; Hallman, J. L.; Nabulsi, N. A. R.; Utterback, M. D.; Strzelbricka, B.; Bartsch, R. A. Anyl. Chem. 1995, 67, 4101-4111.
10. (a) Akiyama, S.; Misumi, S.; Nakagawa, M. Bull. Chem. Soc. Jpn. 1962, 35, 1826-1829;
11. (b) ibid, 1829-1836.
12. (c) Akiyama, S.; Nakagawa, M. Bull. Chem Soc. Jpn. 1971, 44, 3158-3160.
13. 2O: C, 49.35; H, 7.62; N, 9.21; Cl, 23.31. Found: C, 49.48; H, 7.54; N, 9.26; Cl, 23.37.
14. 4 374.247, found 374.247.
15. Huston, M. E.; Akkaya, E. U.; Czarnik, A. W. J. Am. Chem. Soc. 1989, 111, 8735-8737.
16. 3 was filtered and the pH of the resulting solution was readjusted to pH 7; the emission intensity was the same (±5%) as that of the solution that does not contain any Fe(III). Another piece of supporting evidence is that 1,8-(dihydroxymethyl)anthracene (not shown) and 9-(trpnmethyl)anthracene (3) showed almost same fluorescence effects upon Fe(III) addition as did compounds 5 and 7.
17. Dissociation constants were obtained using the computer program ENZFITTER, available from Elsevier-BIOSOFT, 68 Hills Road, Cambridge CB2 1LA, United Kingdom.
18. Huston, M. E.; Engleman, C.; Czarnik, A. W. J. Am. Chem. Soc. 1990, 112, 7054-7056.