Metalation of oxypyriporphyrin and oxybenziporphyrin

ORGN 536

Komal Pokharel, kpokhar@ilstu.edu and Timothy D. Lash, tdlash@ilstu.edu. Department Of Chemistry, Illinois State University, Normal, IL 61790-4160

Porphyrins are excellent ligands for metalation, but the metallo-derivatives of related systems are less well explored.  Recently, we have reported the synthesis of porphyrin analogues with carbocyclic or heterocyclic rings in place of the usual pyrrole units.  Oxypyriporphyrin 1 and oxybenziporphyrin 2 are readily available using the “3 + 1” methodology.  Oxypyriporphyrin has been shown to form stable complexes 3a with Ni(II), Cu(II), Zn(II), Ag(II) and Pd(II), while lead(II) acetate affords a labile derivative with a highly red shifted UV-vis spectrum.  Oxybenziporphyrin also easily forms stable organometallic derivatives 3b with Ag(III) and Pd(II). 

 

 

 

Heterocycles, Aromatics, Metal-Mediated Reactions and Syntheses, Materials, Devices, and Switches
8:00 PM-10:00 PM, Wednesday, 29 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Sci-Mix

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006