Organic Letters
Organic Letters
5 years ago

Synthesis and Properties of meso-Arylated Corrphycenes

Synthesis and Properties of meso-Arylated Corrphycenes
Hiroshi Shinokubo, Ryo Nozawa
A novel synthetic procedure for meso-aryl-substituted corrphycenes has been developed. Suzuki–Miyaura coupling of α,α′-dibromodipyrrin with vic-diborylalkene and o-diborylbenzene afforded ethenylene- and phenylene-bridged bisdipyrrins, respectively, which were transformed to the corresponding corrphycenes upon treatment with palladium acetate. The bridging units significantly affect the macrocyclic π-conjugation circuits, thus changing the aromatic characters and absorption features of corrphycenes.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02390

DOI: 10.1021/acs.orglett.7b02390

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