Photodecar☐ylation of 2-phenylpropionic acid in solution and included within β-cyclodextrin
作者:M. Consuelo Jiménez、Miguel A. Miranda、Rosa Tormos
DOI:10.1016/0040-4020(95)00027-6
日期:1995.3
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 CC bond α to the car☐y group, which affords
2-苯基丙酸(1)在乙腈,甲醇或苯中的光解反应生成乙苯(2),2,3-二苯基丁烷(3 d,l和内消旋),1-(2-乙基苯基)-1-苯基乙烷(4) ,1-(4-乙基苯基)-1-苯基乙烷(5)和苯乙酮(6)。在环己烷或四氯化碳中,形成溶剂衍生的产物。这些结果涉及CC键α与car☐y基团的均质裂解,其提供1-苯基乙基基团(PER)作为关键中间体。溶液中PER的α,α偶联生成3是非立体选择性的;相比之下,内消旋异构体的形成是优选的,包括1 β环糊精内。这归因于两个寿命长的PER-CD单元的耦合