@article {1302, title = {Photochemistry of 1-isopropylcycloalkyl aryl ketones: Ring size effects, medium effects, and asymmetric induction}, journal = {Organic Letters}, volume = {7}, number = {7}, year = {2005}, note = {ISI Document Delivery No.: 910HITimes Cited: 16Cited Reference Count: 15}, month = {Mar}, pages = {1315-1318}, type = {Article}, abstract = {The n = 0, 1, and 2 ketones shown above undergo Yang photocyclization in solution, but only the n = 1 analogues react this way in the solid state. Based on X-ray crystallography, these differences in reactivity are attributed to an unusually large distance for 1,4-hydroxybiradical cyclization in the solid state for the n = 0 and 2 ring systems, which leads to predominant reverse hydrogen transfer (rht). Enantiomeric excesses of up to 99\% can be achieved in the case of the n = 1 system through the use of the solid-state ionic chiral auxiliary method of asymmetric synthesis.}, keywords = {ABSTRACTION, BEHAVIOR, PHENYL KETONES, SALTS, STATE}, isbn = {1523-7060}, url = {://000227921200030}, author = {Xia, W. J. and Scheffer, J. R. and Botoshansky, M. and Kaftory, M.} }