Five‐fold‐symmetric Pentabromo‐ and Pentaiodo‐corannulenes: Useful Precursors of Heteroatom‐substituted Corannulenes

Abstract

Five-fold-symmetric pentabromo- and pentaiodocorannulenes 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.