An efficient synthesis of tetrabenzo[a,d,j,m]coronene derivatives having alkyl and alkoxy substituents at the 3, 6, 13, and 16-positions was achieved based on the ruthenium-catalyzed coupling reactions of anthraquinone derivatives with arylboronates via C–H and C–O bond cleavage. The reaction sequence involving the arylation, carbonyl methylenation, and oxidative cyclization effectively provided various tetrabenzo[a,d,j,m]coronenes in short steps from readily available starting materials. Tetrabenzo[a,d,j,m]coronenes possessing two different types of substituents were obtained selectively by sequential chemoselective C–O arylation and C–H arylation. The ¹H NMR spectra of the tetrabenzo[a,d,j,m]coronene product indicated its self-assembling behavior in CDCl₃.

中文翻译：

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通过蒽醌衍生物的选择性C–H / C–O芳基化反应有效合成3,6,13,16-四取代-四苯并[a，d，j，m]酮

基于钌催化蒽醌衍生物与芳基硼酸酯通过C的偶联反应，实现了在3、6、13和16位具有烷基和烷氧基取代基的四苯并[ a，d，j，m ]并苯衍生物的高效合成-H和C-O键断裂。涉及芳基化，羰基亚甲基化和氧化环化的反应顺序可在短时间内有效地从容易获得的起始原料中提供各种四苯并[ a，d，j，m ]酮。四苯并[ a，d，j，m通过顺序化学选择性的C–O芳基化和C–H芳基化选择性地获得具有两种不同类型取代基的]酮。四苯并[ a，d，j，m ] co苯产物的¹ H NMR光谱表明其在CDCl _3中的自组装行为。