Porphyrin-Cyclophanes: Inclusion Complexation and X-Ray Crystal Structure of aZinc Octamethyldiphenylporphyrin

摘要

The synthesis, characterization, and complexation properties of two novelporphyrincyclophanes are reported. In the first system, one face of an octamethyldiphenylporphyrin is capped by one diphenylmethane unit. In the second system, both faces of a tetraphenylporphyrin are strapped by diphenylmethane units. The x-ray crystal structure has been determined for the singly-capped zinc octamethyldiphenylporphyrin. In an effort to model the remarkable properties of heme-containing enzymes, chemists have prepared a multitide of elegant superstructured porphyrins. Capped, bridged, or strapped porphyrins mimic (1) the oxygen transport and storage proteins hemoglobin and myoglobin, (2) the oxygen-reducing cytochrome C oxidase, (3) the hydrocarbon-oxidizing cytochrome P-450 enzymes, and (4) the primary electron transfer processes at photosynthetic reaction centers. Cytochrome P-450 enzymes are heme-containing monooxygenases which bind and subsequently epoxidize or hydroxylate a great variety of unactivated aliphatic and aromatic hydrocarbons.