Xu Linlin, Ferrence Gregory M, Lash Timothy D
Department of Chemistry, Illinois State University, Normal, IL 61790-4160, USA.
Org Lett. 2006 Oct 26;8(22):5113-6. doi: 10.1021/ol062043b.
Acid-catalyzed condensation of a pyrrole bisacrylaldehyde with a tripyrrane, followed by oxidation with ferric chloride, gave a [22]porphyrin-(3.1.1.3). This stretched macrocycle shows a strong diamagnetic ring current by (1)H NMR spectroscopy and gives red-shifted porphyrin-like UV-vis spectra; coordination with palladium(II) induces an EZ isomerization to accommodate the metal cation while retaining highly diatropic characteristics. [structure: see text]
