Dedicated to Prof. V. Snieckus on the occasion of his 80^th birthday

Abstract

A mild synthesis of fully brominated perylene dianhydride and diimides in one step from easily available unsubstituted precursors is presented. The partial reduction of ortho-bromo substituents with hydrazine hydrate allowed for a gram-scale synthesis of a valuable intermediate, 1,6,7,12-tetrabromoperylene diimide. Several new twisted fully core-substituted perylene diimide derivatives having sulfur, nitrogen, or oxygen substituents were synthesized using regioselective nucleophilic substitution reactions.

A mild synthesis of fully brominated perylene dianhydride and diimides in one step from easily available unsubstituted precursors is presented. The partial reduction of ortho-bromo substituents with hydrazine hydrate allowed for a gram-scale synthesis of a valuable intermediate, 1,6,7,12-tetrabromoperylene diimide. Several new twisted fully core-substituted perylene diimide derivatives having sulfur, nitrogen, or oxygen substituents were synthesized using regioselective nucleophilic substitution reactions.

中文翻译：

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实用的八-和四溴代ylene二酰亚胺及其衍生物的制备

专用于五Snieckus教授在他的80之际^个生日

抽象的

提出了由容易获得的未取代前体一步一步温和合成全溴化per二酐和二酰亚胺的方法。用水合肼将邻-溴取代基部分还原，使得可以以克级合成有价值的中间体1,6,7,12-四溴per二酰亚胺。使用区域选择性亲核取代反应合成了几种具有硫，氮或氧取代基的新的扭曲的全核取代的per二酰亚胺衍生物。

提出了由容易获得的未取代前体一步一步温和合成全溴化per二酐和二酰亚胺的方法。用水合肼将邻-溴取代基部分还原，使得可以以克级合成有价值的中间体1,6,7,12-四溴per二酰亚胺。使用区域选择性亲核取代反应合成了几种具有硫，氮或氧取代基的新的扭曲的全核取代的per二酰亚胺衍生物。