Photoisomerization of bridgehead monosubstituted dibenzobarrelenes and interesting thermal isomerization of their photoproducts

Journal of Organic Chemistry

Volumn 64, Issue 17, 1999, Pages 6347-6352

  Sajimon, Meledathu C ^a   Ramaiah, Danaboyina ^a   Muneer, Mohammed ^d   Ajithkumar, E S ^a   Rath, Nigam P ^b   George, Manapurathu V ^a,c  

^a REGIONAL RESEARCH LABORATORY CSIR   (India)

^b UNIVERSITY OF MISSOURI ST LOUIS   (United States)

^c JAWAHARLAL NEHRU CENTRE FOR ADVANCED SCIENTIFIC RESEARCH   (India)

^d ALIGARH MUSLIM UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; ISOMER; PHOTOCHEMISTRY; PHOTODEGRADATION; SPECTROSCOPY; X RAY CRYSTALLOGRAPHY;

EID: 0033588347     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9905322     Document Type: Article

References (45)

1. For some recent reviews on the photochemistry of dibenzobarrelenes and the general di-π-methane rearrangement see: (a) Zimmerman, H. E. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, Chapter 16, pp 131-166. (b) Zimmerman, H. E. In Organic Photochemistry; Padwa, A, Ed.; Marcel Dekker: New York, 1991; Vol. 11, pp 1-36. (c) Scheffer, J. R.; Pokkuluri, P. R. In Photochemistry in Organized and Constrained Media; Ramamurthy, V., Ed.; VCH: New York, 1991; pp 185-246. de Lucchi, O.; Adam, W. In Comprehensive Organic Synthesis; Trost, B. M., Paquette, L. A., Eds.; Pergamon Press: Oxford, 1991; Vol. 5, pp 193-214. (e) Chen, J.; Scheffer, J. R.; Trotter, J. Tetrahedron 1992, 48, 3251-3274. (f) Zimmerman, H. E.; Sulzbach, H. M.; Tollefson, M. B. J. Am. Chem. Soc. 1993, 115, 6548-6556. (g) Scheffer, J. R.; Yang, J. In CRC Handbook of Organic Photochemistry and Photobiology; Horspool, W. M., Song, P. S., Eds.; CRC Press: Boca Raton, FL, 1995; Chapter 16, pp 204-221.
2. For some recent reviews on the photochemistry of dibenzobarrelenes and the general di-π-methane rearrangement see: (a) Zimmerman, H. E. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, Chapter 16, pp 131-166. (b) Zimmerman, H. E. In Organic Photochemistry; Padwa, A, Ed.; Marcel Dekker: New York, 1991; Vol. 11, pp 1-36. (c) Scheffer, J. R.; Pokkuluri, P. R. In Photochemistry in Organized and Constrained Media; Ramamurthy, V., Ed.; VCH: New York, 1991; pp 185-246. de Lucchi, O.; Adam, W. In Comprehensive Organic Synthesis; Trost, B. M., Paquette, L. A., Eds.; Pergamon Press: Oxford, 1991; Vol. 5, pp 193-214. (e) Chen, J.; Scheffer, J. R.; Trotter, J. Tetrahedron 1992, 48, 3251-3274. (f) Zimmerman, H. E.; Sulzbach, H. M.; Tollefson, M. B. J. Am. Chem. Soc. 1993, 115, 6548-6556. (g) Scheffer, J. R.; Yang, J. In CRC Handbook of Organic Photochemistry and Photobiology; Horspool, W. M., Song, P. S., Eds.; CRC Press: Boca Raton, FL, 1995; Chapter 16, pp 204-221.
3. For some recent reviews on the photochemistry of dibenzobarrelenes and the general di-π-methane rearrangement see: (a) Zimmerman, H. E. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, Chapter 16, pp 131-166. (b) Zimmerman, H. E. In Organic Photochemistry; Padwa, A, Ed.; Marcel Dekker: New York, 1991; Vol. 11, pp 1-36. (c) Scheffer, J. R.; Pokkuluri, P. R. In Photochemistry in Organized and Constrained Media; Ramamurthy, V., Ed.; VCH: New York, 1991; pp 185-246. de Lucchi, O.; Adam, W. In Comprehensive Organic Synthesis; Trost, B. M., Paquette, L. A., Eds.; Pergamon Press: Oxford, 1991; Vol. 5, pp 193-214. (e) Chen, J.; Scheffer, J. R.; Trotter, J. Tetrahedron 1992, 48, 3251-3274. (f) Zimmerman, H. E.; Sulzbach, H. M.; Tollefson, M. B. J. Am. Chem. Soc. 1993, 115, 6548-6556. (g) Scheffer, J. R.; Yang, J. In CRC Handbook of Organic Photochemistry and Photobiology; Horspool, W. M., Song, P. S., Eds.; CRC Press: Boca Raton, FL, 1995; Chapter 16, pp 204-221.
4. For some recent reviews on the photochemistry of dibenzobarrelenes and the general di-π-methane rearrangement see: (a) Zimmerman, H. E. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, Chapter 16, pp 131-166. (b) Zimmerman, H. E. In Organic Photochemistry; Padwa, A, Ed.; Marcel Dekker: New York, 1991; Vol. 11, pp 1-36. (c) Scheffer, J. R.; Pokkuluri, P. R. In Photochemistry in Organized and Constrained Media; Ramamurthy, V., Ed.; VCH: New York, 1991; pp 185-246. de Lucchi, O.; Adam, W. In Comprehensive Organic Synthesis; Trost, B. M., Paquette, L. A., Eds.; Pergamon Press: Oxford, 1991; Vol. 5, pp 193-214. (e) Chen, J.; Scheffer, J. R.; Trotter, J. Tetrahedron 1992, 48, 3251-3274. (f) Zimmerman, H. E.; Sulzbach, H. M.; Tollefson, M. B. J. Am. Chem. Soc. 1993, 115, 6548-6556. (g) Scheffer, J. R.; Yang, J. In CRC Handbook of Organic Photochemistry and Photobiology; Horspool, W. M., Song, P. S., Eds.; CRC Press: Boca Raton, FL, 1995; Chapter 16, pp 204-221.
5. For some recent reviews on the photochemistry of dibenzobarrelenes and the general di-π-methane rearrangement see: (a) Zimmerman, H. E. In Rearrangements in Ground and Excited States; de Mayo, P., Ed.; Academic Press: New York, 1980; Vol. 3, Chapter 16, pp 131-166. (b) Zimmerman, H. E. In Organic Photochemistry; Padwa, A, Ed.; Marcel Dekker: New York, 1991; Vol. 11, pp 1-36. (c) Scheffer, J. R.; Pokkuluri, P. R. In Photochemistry in Organized and Constrained Media; Ramamurthy, V., Ed.; VCH: New York, 1991; pp 185-246. de Lucchi, O.; Adam, W. In Comprehensive Organic Synthesis; Trost, B. M., Paquette, L. A., Eds.; Pergamon Press: Oxford, 1991; Vol. 5, pp 193-214. (e) Chen, J.; Scheffer, J. R.; Trotter, J. Tetrahedron 1992, 48, 3251-3274. (f) Zimmerman, H. E.; Sulzbach, H. M.; Tollefson, M. B. J. Am. Chem. Soc. 1993, 115, 6548-6556. (g) Scheffer, J. R.; Yang, J. In CRC Handbook of Organic Photochemistry and Photobiology; Horspool, W. M., Song, P. S., Eds.; CRC Press: Boca Raton, FL, 1995; Chapter 16, pp 204-221.
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