Template Synthesis of Decaphyrin without Meso-Bridges: Cyclo[10]pyrrole
Template Synthesis of Decaphyrin without Meso-Bridges: Cyclo[10]pyrrole
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DOI：
10.1021/jacs.6b04941
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发表时间：
2016-06-22
影响因子：
15
通讯作者：
Kobayashi, Nagao
中科院分区：
文献类型：
--
作者：
Okujima, Tetsuo;Ando, Chie;Kobayashi, Nagao
通过相应的2,2'-联吡咯与合适的二价阴离子模板克罗康酸阴离子的氧化偶联反应选择性合成苊稠合环[10]吡咯1b。通过X射线晶体学分析阐明了作为分离的最大环[n]吡咯的1b的结构。吸收光谱在 1982 nm 处表现出明显红移、增强的 L 谱带，这是通过应用 Michl 周长和 Gouterman 4 轨道模型进行解释的，并得到磁圆二色性 (MCD) 数据和理论计算的支持。
An acenaphthylene-fused cyclo[10]pyrrole 1b was selectively synthesized via an oxidative coupling reaction of the corresponding 2,2'-bipyrrole with the appropriate dianion template, croconate anion. The structure of 1b as the isolated largest cyclo[n]pyrrole was elucidated by X-ray crystallographic analysis. The absorption spectrum exhibited a markedly red-shifted, intensified L band at 1982 nm, which was interpreted by application of Michl's perimeter and Gouterman's 4-orbital models, supported by magnetic circular dichroism (MCD) data and theoretical calculations.