In this work, a smart approach to enhance the reactivity towards self-condensation of binaphthol-bridged phthalonitriles was reported, which relies on the addition of another highly reactive phthalonitrile. By optimizing the reaction conditions, a high-yield ethynyl-containing binaphthyloxy-bridged Zn(ii)Pc was obtained, which has the ability to form nanostructures in aqueous solutions.
Binaphthol-bridged phthalonitriles are common precursors for the preparation of chiral phthalocyanines (Pcs). However, self-condensation of these phthalonitriles usually leads to the target Pcs in extremely low yields. In this work, we report a smart approach to enhance the reactivity towards self-condensation of binaphthol-bridged phthalonitriles, which relies on the addition of another highly reactive phthalonitrile that initiates the macrocyclization process, but it is eventually released. After optimization of the reaction conditions, ethynyl-containing binaphthyloxy-bridged Zn(ii)Pc (AA)2-2 has been obtained in remarkable yields. This Pc synthon has been further endowed with hydrophilic cationic tails, giving the strongly amphiphilic Zn(ii)Pc 1, which has shown the ability to form nanostructures in aqueous solutions. 4-Nitrophthalonitrile was used to initiate the self-condensation of binaphthyloxy-bridged phthalonitrile AA-2, rendering the elusive Zn(ii) phthalocyanine (AA)2-2 that was further endowed with cationic tails to form an amphiphilic derivative.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据