Abstract
It is a relatively recent development that photochemical reactions have had an important place among the reactions of organic chemistry. The area attracted great interest in the 1960’s, and, as a result of the many useful and fascinating reactions that were uncovered, photochemistry is now a useful synthetic tool for organic chemists. There is also a firm basis for mechanistic discussion of many photochemical reactions. Some general principles of photochemical reactions will be discussed in this section. In Section 11.2, the relationship of photochemical reactions to the principles of orbital symmetry discussed in Chapter 10 will be considered. In the remaining sections, some of the photoreactions that have been subjected to mechanistic study will be considered. Synthetic applications of photochemical reactions are covered in Part B, Chapter 6.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
General References
N. J. Turro, Molecular Photochemistry, W. A. Benjamin, New York, 1967.
D. Neckers, Mechanistic Organic Photochemistry, Reinhold, New York, 1967.
J. C. Dalton and N. J. Turro, Ann. Rev. Phys. Chem. 21, 499 (1970).
W. L. Dilling, Chem. Rev. 66, 373 (1966).
D. R. Arnold, Adv. Photochem. 6, 301 (1968).
D. R. Arnold, N. C. Baird, J. R. Bolton, J. C. D. Brand, P. W. M. Jacobs, P. de Mayo, and W. R. Ware, Photochemistry : An Introduction, Academic Press, New York, 1974.
J. M. Coxon and B. Halton, Organic Photochemistry, Cambridge University Press, London, 1974.
References for Problems
C. C. Lee and D. Unger, Can. J. Chem. 50, 593 (1972).
E. Vogel, W. Grimme, and E. Dinné, Tetrahedron Lett, 391 (1965).
J. Meinwald and J. W. Young,J. Am. Chem. Soc. 93, 725 (1971).
D. M. Madigan and J. S. Swenton,J. Am. Chem. Soc. 93, 6316 (1971).
E. J. Corey and A. G. Hortmann,J Am. Chem. Soc. 85, 4033 (1963).
K. M. Schumate, P. N. Neumann, and G. J. Fonken,J. Am. Chem. Soc. 87, 3996 (1965);
K. M. Schumate and G. J. Fonken, J.Am. Chem. Soc. 88, 1073 (1966).
H. E. Zimmerman and M.-L. Viriot-Villaume, J.Am. Chem. Soc. 95, 1274 (1973).
R. L. Coffin, R. S. Givens, and R. G. Carlson,J. Am. Chem. Soc. 96, 7554 (1974).
O. Rodriguez and H. Morrison, Chem. Commun., 679 (1971).
W. G. Dauben and M. S. Kellogg,J. Am. Chem. Soc. 93, 3805 (1971).
D. H. R. Barton, D. L. J. Clive, P. D. Magnus, and G. Smith,J Chem. Soc. C, 2193 (1971).
T.-Y. Leong, T. Imagawa, K. Kimoto, and M. Kawanisi, Bull. Chem. Soc. Jpn. 46, 596 (1973).
G. W. Shaffer and M. Pesaro,J. Org. Chem. 39, 2489 (1974).
D. R. Morton and N. J. Turro,J Am. Chem. Soc. 95, 3947 (1973).
H. Hart, and A. F. Naples, J.Am. Chem. Soc. 94, 3256 (1972).
M. Pomerantz and G. W. Gruber,J. Am. Chem. Soc. 93, 6615 (1971).
O. L. Chapman, G. W. Borden, R. W. King, and B. Winkler, J.Am. Chem. Soc. 86, 2660 (1964);
A. Padwa, L. Brodsky, and S. Clough,J. Am. Chem. Soc. 94, 6767 (1972).
R. K. Russell, R. E. Wingard, Jr., and L. A. Paquette,J Am. Chem. Soc. 96, 7483 (1974).
D. I. Schuster and C. W. Kim,J. Am. Chem. Soc. 96, 7437 (1974).
W. G. Dauben, M. S. Kellogg, J. I. Seeman, and W. A. Spitzer,J Am. Chem. Soc. 92, 1786 (1970).
A. Padwa and W. Eisenberg,J Am. Chem. Soc. 92, 2590 (1970).
D. H. R. Barton and G. Quinkert,J Chem. Soc., 1 (1960).
R. S. Cooke and G. D. Lyon,J. Am. Chem. Soc. 93, 3840 (1971).
D. Bryce-Smith and J. E. Lodge,J Chem. Soc., 695 (1963);
E. Grovenstein, Jr., and D. V. Rao, Tetrahedron Lett., 148 (1961).
L. E. Friedrich and J. D. Bower,J Am. Chem. Soc. 95, 6869 (1973).
W. B. Hammond and T. S. Young, Tetrahedron Lett., 1173 (1975).
H. E. Zimmerman, R. S. Givens, and R. M. Pagni,J Am. Chem. Soc. 90, 6096 (1968).
P. J. Wagner, P. A. Kelso, and R. G. Zepp,J Am. Chem. Soc. 94, 7480 (1972).
N. J. Turro and D. S. Weiss,J Am. Chem. Soc. 90, 2185 (1968).
F. D. Lewis, R. W. Johnson, and D. E. Johnson,J. Am. Chem. Soc. 96, 6090 (1974).
H. E. Zimmerman, Angew. Chem. Int. Ed. Engl. 8, 1 (1969).
K. R. Huffman, M. Burger, W. A. Henderson, Jr., M. Loy, and E. F. Ullman,J Org. Chem. 34, 2407 (1969).
S. Boue and R. Srinivasan,J. Am. Chem. Soc. 92, 3226 (1970);
J. Saltiel et al., Org. Photochem., 3, 1 (1973).
H. E. Zimmerman, R. J. Boetcher, and W. Braig,J. Am. Chem. Soc. 95, 2155 (1973).
J. R. Scheffer, K. S. Bhandari, R. E. Gayler, and R. A. Wostradowski,J. Am. Chem. Soc. 97, 2178 (1975).
C. W. Jefford and F. Delay,J. Am. Chem. Soc. 97, 2272 (1975).
Author information
Authors and Affiliations
Rights and permissions
Copyright information
© 1977 Plenum Press, New York
About this chapter
Cite this chapter
Carey, F.A., Sundberg, R.J. (1977). Photochemistry. In: Advanced Organic Chemistry. Springer, Boston, MA. https://doi.org/10.1007/978-1-4613-9792-2_11
Download citation
DOI: https://doi.org/10.1007/978-1-4613-9792-2_11
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4613-9794-6
Online ISBN: 978-1-4613-9792-2
eBook Packages: Springer Book Archive