The quantitative cavity concept in crystal lattice organic photochemistry: Mechanistic and exploratory organic photochemistry

CRC Handbook of: Organic Photochemistry and Photobiology, Second Edition

Volumn , Issue , 2003, Pages 75-1-75-11

  Zimmerman, Howard E ^a  

^a UNIVERSITY OF WISCONSIN MADISON   (United States)

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EID: 85056359520     PISSN: None     EISSN: None     Source Type: Book    
DOI: None     Document Type: Chapter

References (22)

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2. Cohen, M.D. and Schmidt, G.M. J., Topochemistry. I. A Survey, J. Chem. Soc., 1996-2000, 1964.
3. Zimmerman, H.E. and Zuraw, M.J., Confinement Control in Solid State Photochemistry; Photochemistry in a Box, J. Am. Chem. Soc., 111, 2358-2361, 1989
4. Zimmerman, H.E. and Zuraw, M.J., Photochemistry in a Box; Photochemical Reactions of Molecules Entrapped in Crystal Lattices; Mechanistic and Exploratory Organic Photochemistry, J. Am. Chem. Soc., 111, 7974-7989, 1989.
5. Zimmerman, H.E. and Sebek, P., Photochemistry in a Crystalline Cage. Control of the Type-B Bicyclic Reaction Course; Mechanistic and Exploratory Photochemistry, J. Am. Chem. Soc., 119, 3677-3690, 1997
6. Zimmerman, H.E., Sebek, P., and Zhu, Z., Ab Initio Computations of Reacting Species in Crystal Lattices; Mechanistic and Exploratory Organic Photochemistry, J. Am. Chem. Soc., 120, 8549ñ8550, 1998.
7. Zimmerman, H.E., Alabugin, I.V., and Smolenskaya, V.N., Experimental and The oretical Host-Guest Photochemistry; Control of Reactivity with Host Variation and The oretical Treatment with a Stress Shaped Reaction Cavity; Mechanistic and Exploratory Organic Photochemistry, Tetrahedron, Symposium-in-Print, 6821-6831, 2000.
8. Maseras, F. and Morokuma, K., IMOMM: A New Integrated ab initio + Molecular Mechanics Geometry Optimization Scheme of Equilibrium Structures and Transition States, J. Comput. Chem., 16, 1170-1179, 1995
9. Matsubara, T., Sieber.S., and Morokuma, K., A Test of the New Integrated MO + MM (IMOMM) Method for the Conformational Energy of Ethane and n-Butane, Int. J. Quantum Chem., 60, 1101-1109, 1996.
10. Zimmerman, H.E. and Nuss, J.M., A Photochemical Long Range Pinacol Rearrangement; Mechanistic and Exploratory Organic Photochemistry, J. Org. Chem., 51, 4604-4617, 1986.
11. Zimmerman, H.E. and Zhu, Z., A General Predictor for Photoreactivity in Crystal Lattices: Molecular Mechanics in Crystalline Media and Lock and Key Control; Reaction Examples, J. Am. Chem. Soc., 116, 9757-9758, 1994.
12. Zimmerman, H.E. and Zhu, Z., General The oretical Treatments of Solid-State Photochemical Rearrangements; And, A Variety of Contrasting Crystal Versus Solution Photochemistry, J. Am. Chem. Soc., 117, 5245-5262, 1995.
13. Zimmerman, H.E., Alabugin, I.V., Chen, W., and Zhu, Z., Dramatic Effects of Crystal Morphology on Solid State Reaction Course; Control by Crystal Disorder; Mechanistic and Exploratory Organic Photochemistry, J. Am. Chem. Soc., 121, 11930-11931, 1999.
14. Zimmerman, H.E. and Wilson, J.W., Mechanistic and Exploratory Organic Photochemistry, IX. Phenyl Migration in the Irradiation of 4.4-Diphenylcyclohexenone, J. Am. Chem. Soc., 86, 4036-4042, 1964
15. Zimmerman, H.E. and Hancock, K.G., Electronic Details of the Photochemical Phenyl Migration in 4,4-Diphenylcyclohexenone. Mechanistic Organic Photochemistry. XXXI, J. Am. Chem. Soc., 90, 3749-3760, 1968
16. Zimmerman, H.E., Rieke, R.D., and Scheffer, J.R., Photochemical Migratory Aptitudes in Cyclohexenones. Mechanistic and Exploratory Organic Photochemistry. XXIII., J. Am. Chem. Soc., 89, 2033-2047, 1967.
17. Gaussian 98, Revision A.6. Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Zakrzewski, V.G., Montgomery, Jr., J.A., Stratmann, R.E., Burant, J.C., Millam, J.M., Daniels, A.D., Kudin, K.N., Strain, M.C., Farkas, O., Tomasi, J; Barone, V., Cossi, M., Cammi, R; Mennucci, B., Pomelli, C; Adamo, C., Clifford, C; Ochterski, J., Petersson, G.A., Ayala, P.Y., Cui, Q., Morokuma, K., Malick, D.K., Rabuck, A.D., Raghavachari, K., Foresman, J.B., Cioslowski, J., Ortiz, J.V., Stefanov, B.B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Gomperts, R., Martin, R.L., Fox, D.J., Keith, T., Al-Laham, M.A., Peng, C.Y., Nanayakkara, A., Gonzalez, C; Challacombe, M., Gill, P.M. W., Johnson, B., Chen, W., Wong, M.W., Andres, J.L., Gonzalez, C., Head-Gordon, M., Replogle, E.S., and Pople, J.A., Gaussian, Inc., Pittsburgh PA, 1998.
18. Beck, A.K., Bastani, B., Plattner, D.A., Petter, W., Seebach, D., Braunschweiger, H., Gysi, P,. and Vecchia, L.L., Large-Scale Preparation of α,α,α,α-Tetraaryl-1,3-dioxolane-4,5-methanols (taddole) -Versatile Auxiliaries for the epc Synthesis and its Solid-state Structure, Chimia, 45, 238-244, 1991
19. Seebach, D., Beck, A.K., Imwinkelried, R., Roggo, S., and Wonnacott, A., Chiral Alkoxytitanium(V) Complexes for Enantioselective Nucleophilic Additions to Aldehydes and as Lewis-Acids in Diels-Alder Reactions, Helv. Chim. Acta, 70, 954-974, 1987
20. Toda, F. and Tanaka, K., Design of a New Chiral Host Compound, trans-4,5-bis(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxacyclopentane -An Effective Optical Resolution of Bicyclic Enones through Host-Guest Complex-Formation, Tetrahedron Lett., 29, 551-554, 1988.
21. Zimmerman, H.E. and Nesterov, E.E., Crystal Lattice Photochemistry Often Proceeds in Discrete Stages; Mechanistic and Exploratory Organic Photochemistry, Org. Lett., 2, 1169-1171, 2000.
22. Zimmerman, H.E. and Nesterov, E.E., Quantitative Cavities and Reactivity in Stages of Crystal Lattices; Mechanistic and Exploratory Organic Photochemistry, J. Am. Chem. Soc., 124, 2818-2830, 2002.