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用于合成二苯并硅杂环戊二烯稠合多环化合物的硅连接四炔的连续HDDA和TDDA反应及其独特的反应性。

Consecutive HDDA and TDDA reactions of silicon-tethered tetraynes for the synthesis of dibenzosilole-fused polycyclic compounds and their unique reactivity.

作者信息

Mitake Akihito, Nagai Rikako, Sekine Ayato, Takano Hideaki, Sugimura Natsuhiko, Kanyiva Kyalo Stephen, Shibata Takanori

机构信息

Department of Chemistry and Biochemistry , School of Advanced Science and Engineering , Waseda University , Shinjuku , Tokyo 169-8555 , Japan . Email:

Materials Characterization Central Laboratory , School of Advanced Science and Engineering , Waseda University , Shinjuku , Tokyo 169-8555 , Japan.

出版信息

Chem Sci. 2019 May 30;10(27):6715-6720. doi: 10.1039/c9sc00960d. eCollection 2019 Jul 21.

DOI:10.1039/c9sc00960d
PMID:31367326
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6625486/
Abstract

Silicon-tethered tetraynes possessing a 1,3-diyne moiety underwent consecutive hexadehydro- and tetradehydro-Diels-Alder reactions to give a series of fused polycyclic aromatic compounds containing a dibenzosilole skeleton. The benzene ring in the product acted as a 1,3-diene and reacted with the active alkyne as well as oxygen to provide [4 + 2] cycloadducts.

摘要

含有1,3 - 二炔部分的硅连接四炔经历连续的十六脱氢和十四脱氢狄尔斯 - 阿尔德反应，得到一系列含有二苯并硅杂环戊二烯骨架的稠合多环芳烃化合物。产物中的苯环作为1,3 - 二烯，与活性炔烃以及氧气反应生成[4 + 2]环加成物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/97cc/6625486/d75176d2e92f/c9sc00960d-s8.jpg
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