Tetraphenyloxybenziporphyrin, a new organometallic ligand for silver(III) and gold(III).
[Structure: see text] Reaction of 4-hydroxyisophthalaldehyde with excess phenyl magnesium bromide gave a dicarbinol and this condensed with pyrrole and aromatic aldehydes in the presence of BF3.Et2O to afford, following oxidation with DDQ, novel tetraarylcarbaporphyrinoids in 10-24% yield. Further reaction with silver(I) acetate or gold(III) acetate gave stable organometallic derivatives that retained the aromatic characteristics of the parent macrocycle.
El-Beck
Jessica A
JA
Department of Chemistry, Illinois State University, Normal, Illinois 61790-4160, USA.
Lash
Timothy D
TD