一步合成[16]螺旋芳烃。
One-step synthesis of [16]helicene.
机构信息
Department of Applied Chemistry, School of Engineering, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-8656 (Japan).
Department of Material and Biological Chemistry, Faculty of Science, Yamagata University, 1-4-12 Kojirakawa-machi, Yamagata-shi, Yamagata 990-8560 (Japan).
出版信息
Angew Chem Int Ed Engl. 2015 Jun 1;54(23):6847-51. doi: 10.1002/anie.201502436. Epub 2015 Apr 23.
A single-strand arylene-vinylene precursor containing four phenylene and three naphthylene units linked together with six vinylene spacers undergoes helical folding via sextuple photocyclization to give a [16]helicene core in a single step. The phenylene and naphthylene units are arranged in the precursor such that unfavorable side reactions (anthracene or benzoperylene formation) are avoided, and this is the key to the success of the one-step synthesis of [16]helicene, which is the longest [n]helicene that has been synthesized to date.
一种含有四个亚苯基和三个萘基单元的单链亚芳基-亚乙烯基前体，通过六重光环化反应连接在一起，形成六个亚乙烯基间隔物，通过螺旋折叠形成[16]螺旋核心，一步完成。在该前体中，亚苯基和萘基单元的排列方式避免了不利的副反应（蒽或苯并苝的形成），这是[16]螺旋的一步合成成功的关键，这也是迄今为止合成的最长的[n]螺旋。
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