Five‐fold‐symmetric Pentabromo‐ and Pentaiodo‐corannulenes: Useful Precursors of Heteroatom‐substituted Corannulenes,Asian Journal of Organic Chemistry

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Five‐fold‐symmetric Pentabromo‐ and Pentaiodo‐corannulenes: Useful Precursors of Heteroatom‐substituted Corannulenes
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2021-01-03 , DOI: 10.1002/ajoc.202000688
Koki Kise ₁ , Shota Ooi ₁ , Atsuhiro Osuka ₁ , Takayuki Tanaka ₂

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Five‐fold‐symmetric pentabromo‐ and pentaiodo‐corannulenes were synthesized in sub‐gram scale in high yields under aerial conditions and were purified without any chromatographic separations. The obtained pentahalocorannulenes were fully characterized by NMR, MS, and X‐ray crystallography. The pentahalocorannulenes are useful precursors of five‐fold symmetric heteroatom‐substituted corannulenes that are difficult‐to‐address from known corannulene derivatives. As a representative example, pentaphosphinylated corannulene was prepared for the first time and was comprehensively characterized.

中文翻译：

五重对称的五溴和五苯并呋喃喃酮：杂原子取代的邻苯二酚的有用的前体

在空中条件下以高克收率合成了亚克级五倍对称的五溴和五苯并戊香醚，无需任何色谱分离即可纯化。通过NMR，MS和X射线晶体学对获得的五卤七萘香醚进行了充分表征。五卤环戊环烯是五重对称杂原子取代的环戊烯酮的有用前体，很难从已知的环戊烯衍生物衍生出来。作为一个代表性的例子，首次制备了五次膦酰化的氢化邻戊二烯并对其进行了全面的表征。

更新日期：2021-03-11

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