Condensation of ethyl diazoacetate with cobalt porphyrins
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 20,p. 2076-2085
- https://doi.org/10.1039/p19750002076
Abstract
Condensation of ethyl diazoacetate with various cobalt complexes of octaethylporphyrin causes insertion of ethoxycarbonylcarbene into a cobalt–nitrogen bond to give a salt (VI) of the cobalt(III) adduct. Reduction of the salt (VI) with chromium(II) salts causes the formation of neutral halogenocobalt(II) complexes of N-ethoxy-carbonylmethyloctaethylporphyrin, e.g.(XIII). The action of acid under oxidative conditions on (VI) yields first a halogenocobalt(II)N-ethoxycarbonylhalogenomethyloctaethylporphyrin (XI), and then, after removal of the metal, 21,22-ethoxycarbonylmethyleneoctaethylporphyrin, the first example of a cis-21,22-bridged porphyrin. The parent 21,22-methyleneoctaethylporphyrin is obtained by condensation of di-iodomethane with octaethylporphyrin.This publication has 0 references indexed in Scilit: