Edge‐Decorated Polycyclic Aromatic Hydrocarbons by an Oxidative Coupling Approach
Edge‐Decorated Polycyclic Aromatic Hydrocarbons by an Oxidative Coupling Approach
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Edge——通过氧化偶联方法修饰多环芳烃
DOI：
10.1002/chem.202203405
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发表时间：
2022
期刊：
影响因子：
--
通讯作者：
Kozlowski, Marisa
中科院分区：
文献类型：
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作者：
Gilmartin, Philip;Vu, Cassandra;Rotella, Madeline;Kaur, Jasjit;Kozlowski, Marisa
氧化苯酚偶联减少了对常规氧化还原中性偶联中使用的卤素/金属化底物的依赖。一种新的策略，用于构建多环芳烃（PAH），包括氧化苯酚偶联概述了在一个三阶段的方法：氧化片段偶联，连接的两个所得的单元，和氧化环化。该协议允许快速组装的平面和螺旋系统具有高度的边缘功能化。12个烷氧基的掺入系统与12个环引起较低的光学带隙相比，系统具有较低程度的边缘官能化。
Oxidative phenol coupling reduces reliance on halo/metalated substrates used in conventional redox neutral couplings. A new strategy for constructing polycyclic aromatic hydrocarbons (PAHs) that incorporates oxidative phenol coupling is outlined in a three‐stage approach: oxidative fragment coupling, linking of the two resultant units, and oxidative cyclization. The protocol allows rapid assembly of both planar and helical systems with a high degree of edge functionalization. The incorporation of 12 alkoxy groups on systems with 12 rings gave rise to lower optical gaps compared to systems with a lesser degree of edge functionalization.