The Photochemistry of a Cyclohexadienone Structurally Incapable of Rearrangement. Exploratory and Mechanistic Organic Photochemistry. XLVII

Journal of the American Chemical Society

Volumn 92, Issue 9, 1970, Pages 2753-2761

  Zimmerman, Howard E ^a   Jones, Guilford ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0004490708     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00712a028     Document Type: Article

References (44)

1. For the preliminary communication note: H. E. Zimmerman and G. Jones II, J. Amer. Chem. Soc., 91, 5678 (1969).
2. H. E. Zimmerman, Abstracts, 17th National Organic Symposium, Bloomington, Ind., June 1961, p 31;
3. H. E. Zimmerman and J. S. Swenton, J. Amer. Chem. Soc., 89, 906 (1967);
4. D. I. Schuster and A. C. Fabian, Tetrahedron Lett., 1301 (1968);
5. D. J. Patel and D. I. Schuster, J. Amer. Chem. Soc., 90, 5137, 5145 (1968).
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7. R. Warszawski, K. Schaffner, and O. Jeger, Helv. Chim. Acta., 43, 500 (1960) (loss of OAc);
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9. D. I. Schuster and I. S. Krull, Mol. Photochem., 1, 107 (1969) (cleavage of spirocyclopropane ring).
10. K. Tsuda, E. Ohki, and S. Nozoe, J. Org. Chem., 28, 786 (1963).
11. H. E. Zimmerman and K. G. Hancock, J. Amer. Chem. Soc., 90, 3749 (1968).
12. D. I. Schuster and V. Y. Abraitys, Chem. Commun., 419 (1969).
13. This derives from the Debye equation.12 Note J. G. Calvert and J. N. Pitts, Jr., “Photochemistry,” John Wiley & Sons, Inc., New York, N. Y., 1966, p 626.
14. P. Debye, Trans. Electrochem. Soc., 82, 205 (1942);
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19. Probably the most rapid is the proton ionization of excited-state acids; see A. Weller, Progr. Reaction Kinetics, 1, 199 (1961).
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29. H. E. Zimmerman and R. L. Morse, unpublished observations.
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