A New Route to Polycondensed Aromatics: Photolytic Formation of Triphenylene and Dibenzo[<i>fg</i>,<i>op</i>]naphthacene Ring Systems
作者:Takeo Sato、Shigeru Shimada、Kazuo Hata
DOI:10.1246/bcsj.44.2484
日期:1971.9
triphenylene and dibenzo[fg,op]naphthacene was explored. Three types of reactions were developed: Photocyclodehydrogenation of polyphenyl compounds, photolytic reactions of iodoarenes, and photocyclodehydrohalogenation of halogenopolyaryls. The effects of solvent, oxidant, and wavelength on the photocyclization of o-terphenyl and 2,2′-diphenylbiphenyl to the triphenylene and naphthacene, respectively
探索了光-芳基偶联反应在三亚苯和二苯并[fg,op]萘合成中的应用。开发了三种类型的反应:多苯基化合物的光环脱氢、碘芳烃的光解反应和卤代多芳基的光环脱氢卤化。考察了溶剂、氧化剂和波长对邻三联苯和 2,2'-二苯基联苯分别光环化为三亚苯和并四苯的影响。在等摩尔量的碘存在下,使用石英或 Vycor 容器在芳族溶剂中进行反应,从而最好地实现转化。从 2,2'-二苯基-联苯(57% 产率)、2,2'-双(2-氯苯基)联苯(67%)、1,2,3 开始形成并四苯,显示了该方法的多功能性-三苯苯 (21%), 或 2,