Appending a Tris-imidazole Ligand with
a Tyr244 Mimic on the Distal Face of
Bromoacetamidoporphyrin
James P. Collman,*Richard A. Decréau, andSimona Costanzo
Department of Chemistry, Stanford University, Stanford, California 94305-5080
jpc@stanford.edu
Received January 14, 2004
Abstract:
Bromoacetamidoporphyrin is a convenient synthon for the attachment of distal superstructures at room temperature in good yields. New
models are presented that contain a tris-imidazole distal ligand set bound to the porphyrin in either a binary or trinary fashion. More importantly,
one distal imidazole is cross-linked to a phenol mimicking Tyr244, making this model the closest structural analogue yet reported of the metal
free cytochrome c oxidase (CcO) active site.