Photo-fries reactions of 1-naphthyl esters in cation-exchanged zeolite Y and polyethylene media [11]

Journal of the American Chemical Society

Volumn 121, Issue 40, 1999, Pages 9467-9468

  Gu, Weiqiang ^a   Warrier, Manoj ^b   Ramamurthy, V ^b   Weiss, Richard G ^a  

^a GEORGETOWN UNIVERSITY   (United States)

^b Tulane University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATION; ESTER DERIVATIVE; NAPHTHOL DERIVATIVE; POLYETHYLENE; ZEOLITE;

CATION EXCHANGE; CHEMICAL REACTION; CHEMICAL STRUCTURE; IRRADIATION; LETTER; REACTION ANALYSIS;

EID: 0033552248     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja990818o     Document Type: Letter

References (30)

1. Ramamurthy, V., Ed. Photochemistry in Organized and Constrained Media; VCH: New York, 1991.
2. (a) Weiss, R. G.; Ramamurthy, V.; Hammond, G. S. Acc. Chem. Res. 1993, 26, 530.
3. (b) Ramamurthy, V.; Weiss, R. G.; Hammond, G. S. Adv. Photochem. 1993, 18, 67.
4. Breck, D. W. Zeolite Molecular Sieves: Structure, Chemistry and Use; John Wiley: New York, 1974.
5. Zimerman, O. E.; Cui, C.; Wang, X.; Atvars, T. D. Z.; Weiss, R. G. Polymer 1998, 39, 1177.
6. (a) Cui, C.; Naciri, J.; He, Z.; Costantino, R. M.; Lu, L.; Hammond, G. S.; Weiss, R. G. Quim. Nova 1993,16, 578.
7. (b) Jenkins, R. M.; Hammond, G. S.; Weiss, R. G. J. Phys. Chem. 1992, 96, 496.
8. Serna, C; Abbe, J. Ch.; Duplatre, G. Phys. Stat. Sol. A 1989, 115, 389.
9. Cui, C.; Weiss, R. G. J. Am. Chem. Soc. 1993, 115, 9820.
10. Pitchumani, K.; Warrier, M.; Cui, C.; Weiss, R. G.; Ramamurthy, V. Tetrahedron Lett. 1996, 6251.
11. Vasenkov, S.; Frei, H. J. Am. Chem. Soc. 1998, 120, 4031.
12. Ramamurthy, V.; Caspar, J. V.; Eaton, D. F.; Kuo, E. W.; Corbin D. R. J. Am. Chem. Soc. 1992, 114, 3882.
13. (a) Nakagaki, R.; Hiramatsu, M.; Watanabe, T.; Tanimoto, Y.; Nagakura S. J. Phys. Chem. 1985, 89, 3222.
14. (b) Gritsan, N.; Tsentalovich, Y. P.; Yurkovskaya, A. V.; Sagdeev, R. Z. J. Phys. Chem. 1996, 100, 4448.
15. Decarboxylation, yielding 11, occurs Io a small extent, also.
16. 2 atmosphere), and extracted exhaustively. Photoproduct ratios were constant to 30% conversion. Mass balances were >90%.
17. -4 Torr). The loading level is one ester molecule per 13 supercages. The solid was slurried in hexane and irradiated (>300 nm). Absence of reactants in the hexane layer was established by GC analyses and UV absorption spectra. Products were extracted with 5% water in THF. Mass balances were 85-90%. All analyses were by GC.
18. (a) Lunazzi, L.; Ingold, K. U.; Scaiano, J. C. J. Phys. Chem. 1983, 87, 529.
19. (b) Turro, N. J.; Gould, I. R.; Baretz, B. H. J. Phys. Chem. 1983, 87, 531.
20. Tsentalovich, Y. P.; Fisher, H. J. Chem. Soc., Perkin Trans. 2 1994, 729.
21. O'Neal, E.; Benson, S. W. J. Chem. Phys. 1962, 36, 3196.
22. a,b must be much slower than in hydrocarbon solution, (a) Ramamurthy, V.; Sanderson, D. R.; Eaton, D. F. Photochem. Photobiol. 1992, 56, 297. (b) Iu, K. K.; Thomas, J. K. Langmuir 1990, 6, 471.
23. a,b must be much slower than in hydrocarbon solution, (a) Ramamurthy, V.; Sanderson, D. R.; Eaton, D. F. Photochem. Photobiol. 1992, 56, 297. (b) Iu, K. K.; Thomas, J. K. Langmuir 1990, 6, 471.
24. (a) Turro, N. J.; Zhang, Z. Tetrahedron Lett. 1987, 28, 5637.
25. (b) Ramamurthy, V.; Corbin, D. R.; Eaton, D. F.; Turro, N. J. Tetrahedron Lett. 1989, 30, 5833.
26. Tung, C. H.; Ying, Y.-M. J. Chem. Soc., Perkin Trans. 2 1997, 1319.
27. Tung, C.-H.; Xu, X.-H. Tetrahedron Lett. 1999, 40, 127.
28. Braun, W.; Rajbenbach, L.; Eirich, F. R. J. Phys. Chem. 1962, 66, 1591.
29. a (a) Tai, Y.; Okazaki, M.; Toriyami, K. J. Chem. Soc., Faraday Trans. 1992, 88, 23.
30. Barthomeuf, D. Catal. Rev. 1996, 52, 521.