18908-70-8Relevant articles and documents
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Corson et al.
, p. 17,23 (1954)
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Induced diastereoselectivity in photodecarboxylation of 2-phenylpropionic acid in faujasite zeolites
Lalitha,Pitchumani,Srinivasan
, p. 4455 - 4459 (2007/10/03)
Irradiation of 2-phenylpropionic acid in various cation-exchanged faujasites leads to predominant formation of dl-2,3-diphenylbutane over the meso-isomer (in marked contrast to photolysis in isotropic media) and this zeolite-induced diastereoselectivity i
Photodecarboxylation of 2-phenylpropionic acid in solution and included within β-cyclodextrin
Consuelo Jimenez,Miranda, Miguel A.,Tormos, Rosa
, p. 2953 - 2958 (2007/10/02)
Photolysis of 2-phenylpropionic acid (1) in acetonitrile, methanol or benzene leads to ethylbenzene (2), 2,3-diphenylbutane (3d,l and meso), 1-(2-ethylphenyl)-1-phenylethane (4), 1-(4-ethylphenyl)-1-phenylethane (5) and acetophenone (6). In cyclohexane or carbon tetrachloride, solvent derived products are formed. These results involve homolytic cleavage of the C-C bond α to the carboxy group, which affords 1-phenylethyl radical (PER) as key intermediate. The α,α coupling of PER in solution to give 3 is nonstereoselective; by contrast, formation of the meso isomer is preferred upon inclusion of 1 within β-cyclodextrin. This is attributed to the coupling of two long-lived PER-CD units.
