Synthesis and electrochemistry of undeca-substituted metallo- benzoylbiliverdins

Owendi Ongayi, Louisiana State University
M. Graça H. Vicente, Louisiana State University
Zhongping Ou, University of Houston
Karl M. Kadish, University of Houston
M. Ravi Kumar, Louisiana State University
Frank R. Fronczek, Louisiana State University
Kevin M. Smith, Louisiana State University

Abstract

The high-yield preparation of metallo-benzoylbiliverdins 9, 10, and 11 from either oxidation of dodeca-substituted porphyrin 6 in the presence of NaNO 2/TFA and air followed by metalation or by reaction of the Ni(II) or Cu(II) complexes of 6 with m-chloroperoxybenzoic acid in pyridine under air is reported. The X-ray structures of complexes 9 and 10 and the electrochemistry and spectroelectrochemistry of metallo-benzoylbiliverdins 9-11 are presented and discussed. © 2006 American Chemical Society.