Intrazeolite photochemistry. 18. Detection of radical cations of amine dimers upon amine photosensitization with acetophenone in the zeolite NaY

Tetrahedron Letters

Volumn 38, Issue 34, 1997, Pages 5929-5932

  Scaiano, J C ^a   García, Sara ^b   García, Hermenegildo ^b  

^a UNIVERSITY OF OTTAWA   (Canada)

^b UNIVERSITAT POLITÈCNICA DE VALÈNCIA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ACETOPHENONE; AMINE; HYDRAZINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; LASER; PHOTOCHEMISTRY; PHOTOLYSIS; PHOTOSENSITIZATION; REACTION ANALYSIS; SPECTROPHOTOMETRY;

EID: 0030797390     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01324-5     Document Type: Article

References (17)

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2. Ramamurthy, V. In Photochemistry in Organized and Constrained Media; V. Ramamurthy, Ed.; VCH Publishers: New York, 1991; p. 429.
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4. Meier, W. M.; Olson, D. H. Atlas of Zeolite Structure Types; Butterworths: London, 1992.
5. Scaiano, J. C; Camara de Lucas, N.; Andraos, J.; García, H. Chem. Phys. Lett. 1995, 233, 5.
6. The zeolite (1.0 g) was calcined overnight under air at 550 °C. The zeolite was then added to a solution of acetophenone (200 mg) in 10 mL of dichloromethane in a dry-box and stirred for 12h. After filtration, the zeolite was added to a solution of the amine (200 mg in 10 mL) in dichloromethane and stirred for 12 h. The sample was filtered and dried in air.
7. The laser system uses a Lumonics EX-530 for excitation at 308 nm. Pulse durations are <10 ns and typical pulse energies between 15 and 40 mJ. The signals from the monochromator/photomultiplier system were initially captured by a Tektronix 2440 digitiger and transferred to a PowerMacintosh computer that controlled the experiment with software developed in the Lab VIEW 3.1.1 environment from National Instruments. Other aspects of the system are similar to those described earlier: Scaiano, J. C. J. Am. Chem. Soc. 1980, 102, 7747; Scaiano, J. C.; Tanner, M.; Weir, D. J. Am. Chem. Soc. 1985,107, 4396
8. The laser system uses a Lumonics EX-530 for excitation at 308 nm. Pulse durations are <10 ns and typical pulse energies between 15 and 40 mJ. The signals from the monochromator/photomultiplier system were initially captured by a Tektronix 2440 digitiger and transferred to a PowerMacintosh computer that controlled the experiment with software developed in the Lab VIEW 3.1.1 environment from National Instruments. Other aspects of the system are similar to those described earlier: Scaiano, J. C. J. Am. Chem. Soc. 1980, 102, 7747; Scaiano, J. C.; Tanner, M.; Weir, D. J. Am. Chem. Soc. 1985,107, 4396
9. Wilkinson, F.; Kelly, G. In Handbook of Organic Photochemistry; J. C. Scaiano, Ed.; CRC Press: Boca Raton, Florida, 1989; Vol. I; p. 293.
10. Ramamurthy, V.; Corbin, D. R.; Johnston, L. J. J. Am. Chem. Soc. 1992,114, 3870.
11. Scaiano, J. C.; Stewart, L. C.; Livant, P.; Majors, A. M. Can. J. Chem. 1984, 62, 1339.
12. DABCO is known to give ion pairs with benzophenone long wavelength absorptions, however these bands (which tend to extend to much longer wavelengths) are not observed with other, simpler, amines: Devadoss, C.; Fessenden, R. W. J. Phys. Chem. 1990, 94, 4540.
13. The system is reminiscent of association evidence reported by Lewis in exciplex systems involving amines: Hub, W.; Schneider, S.; Dörr, F.; Oxman, J. D.; Lewis, F. D. J. Am. Chem. Soc. 1984, 106, 701.
14. Alvaro, M.; García, H.; García, S.; Fernández, L. Tetrahedron Lett. 1996, 37, 2873.
15. Yoon, K. B.; Huh, T. J.; Kochi, J. K. J. Phys. Chem. 1995, 99, 7042.
16. Beilstein, Handbuch der Organische Chemie, 4, IV, 3331.
17. Financial support of the Spanish DGICYT (grant no. PB93-0380), the Spanish Ministry of Education (fellowship to SG) and partially by the European Comission within the Program of Human Capital and Mobility (CHRX-CT93-0280) are acknowledged. This work was supported (JCS) by the Natural Sciences and Engineering Research Council of Canada.