Fold-in Synthesis of a Pentabenzopentaaza[10]circulene
Fold-in Synthesis of a Pentabenzopentaaza[10]circulene
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五苯并五氮杂[10]环烯的折叠合成
DOI：
10.1002/anie.202116789
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发表时间：
2022
期刊：
影响因子：
--
通讯作者：
T. Tanaka
中科院分区：
文献类型：
--
作者：
Y. Matsuo;K. Kise;Y. Morimoto;A. Osuka;T. Tanaka
通过邻亚苯基桥环吡咯五聚体的折叠氧化融合反应，合成了五苯并五氮杂[10]环烯作为最大的完全共轭杂[n]环烯。该圆烯具有鞍形扭曲结构，中心十元环的键长在1.455–1.493 Å范围内。根据低温核磁共振谱和理论计算，观察到相对较宽的吸收和荧光光谱，这反映了其灵活的结构。据估计，鞍座到鞍座相互转换的能量势垒非常小（约3 kcal mol−1）。
A pentabenzopentaaza[10]circulene has been synthesized as the largest fully conjugated hetero[n]circulene via a fold‐in oxidative fusion reaction of an ortho‐phenylene‐bridged cyclic pyrrole pentamer. This circulene takes a saddle‐distorted structure with bond lengths of the central ten‐membered‐ring in the range of 1.455–1.493 Å. Relatively broad absorption and fluorescence spectra were observed, which reflects its flexible structure, in accordance with the low‐temperature NMR spectra and theoretical calculations. The energy barrier for saddle‐to‐saddle interconversion was estimated to be quite small (≈3 kcal mol−1).