Template Synthesis of Decaphyrin without Meso-Bridges: Cyclo[10]pyrrole
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- 作者：Tetsuo Okujima ; Chie Ando ; Saurabh Agrawal ; Hiroki Matsumoto ; Shigeki Mori ; Keishi Ohara ; Ichiro Hisaki ; Takahiro Nakae ; Masayoshi Takase ; Hidemitsu Uno ; Nagao Kobayashi
- 刊名：Journal of the American Chemical Society
- 出版年：2016
- 出版时间：June 22, 2016
- 年：2016
- 卷：138
- 期：24
- 页码：7540-7543
- 全文大小：339K
- 年卷期：0
- ISSN：1520-5126
文摘
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.