Inverted Sapphyrin: A New Family of Doubly N-Confused Expanded Porphyrins

Sessler J.L.; Cho, D.-G.; Stępień, M.; Lynch, V.; Waluk, J.; Yoon, Z.S.; Kim, D.
J. Am. Chem. Soc. 2006, 128, 12640-12641 | view at publisher's site

The synthesis of an inverted, methoxylated sapphyrin derivative is described. This system, wherein inversion of pyrrolic nitrogen atoms is configurationally enforced via the use of a 3,3‘-bipyrrolic precursor, displays what is best described as “weak aromaticity” as judged from its spectroscopic features and supporting theoretical calculations.