Takeda Naoki, Akasaka Shuichi, Kawauchi Susumu, Michinobu Tsuyoshi
Department of Materials Science and Engineering, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8552, Japan.
Beilstein J Org Chem. 2024 Sep 4;20:2234-2241. doi: 10.3762/bjoc.20.191. eCollection 2024.
Strain-promoted azide-alkyne cycloaddition (SpAAC) is a powerful tool in the field of bioconjugation and materials research. We previously reported a regioselective double addition of organic azides to octadehydrodibenzo[12]annulene derivatives with electron-rich alkyloxy substituents. In order to increase the reaction rate, electron-withdrawing substituents were introduced into octadehydrodibenzo[12]annulene. In this report, the synthesis of new octadehydrodibenzo[12]annulene derivatives, regioselective double addition of organic azides, and an application to crosslinking polymers are described.
应变促进的叠氮化物-炔烃环加成反应（SpAAC）是生物共轭和材料研究领域中的一种强大工具。我们之前报道了有机叠氮化物对具有富电子烷氧基取代基的十八脱氢二苯并[12]轮烯衍生物的区域选择性双加成反应。为了提高反应速率，将吸电子取代基引入到十八脱氢二苯并[12]轮烯中。在本报告中，描述了新型十八脱氢二苯并[12]轮烯衍生物的合成、有机叠氮化物的区域选择性双加成反应以及在交联聚合物中的应用。
