A Möbius antiaromatic complex as a kinetically controlled product in phosphorus insertion to a [32]heptaphyrin

Tomohiro Higashino; Byung Sun Lee; Jong Min Lim; Dongho Kim; Atsuhiro Osuka

doi:10.1002/anie.201208147

A Möbius antiaromatic complex as a kinetically controlled product in phosphorus insertion to a [32]heptaphyrin

Angew Chem Int Ed Engl. 2012 Dec 21;51(52):13105-8. doi: 10.1002/anie.201208147. Epub 2012 Nov 19.

Authors

Tomohiro Higashino¹, Byung Sun Lee, Jong Min Lim, Dongho Kim, Atsuhiro Osuka

Affiliation

¹ Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Japan.

PMID: 23161798
DOI: 10.1002/anie.201208147

Abstract

Singly twisted Möbius antiaromatic [34]heptaphyrin A and doubly twisted Hückel aromatic [34]heptaphyrin B were formed by a phosphorus insertion reaction. A rearranges thermally to give the more stable B with P=O migration from NNN to NNC, and thus A is a rare case of a kinetically controlled Möbius antiaromatic molecule.