SYNTHETIC HEMES AS MIMICS FOR HIGH-VALENT INTERMEDIATES IN HEMOPROTEIN CATALYZED OXIDATIONS - SYNTHESIS AND OXIDATION OF CYANO-5,10,15,20-TETRAPHENYLPORPHYRINATOIRON(III), A HEME WHICH CONTAINS STRONGLY ELECTRON-WITHDRAWING GROUPS IN THE BETA-PYRROLE POSITIONS
St. Atkinson et al., SYNTHETIC HEMES AS MIMICS FOR HIGH-VALENT INTERMEDIATES IN HEMOPROTEIN CATALYZED OXIDATIONS - SYNTHESIS AND OXIDATION OF CYANO-5,10,15,20-TETRAPHENYLPORPHYRINATOIRON(III), A HEME WHICH CONTAINS STRONGLY ELECTRON-WITHDRAWING GROUPS IN THE BETA-PYRROLE POSITIONS, Pure and applied chemistry, 67(7), 1995, pp. 1109-1116
The haem yano-5,10,15,20-tetraphenylporphyrinato-iron(III), which cont
ains strongly electron withdrawing groups in the beta-pyrrole position
s, has been synthesised as a possible substrate for oxidations which m
imic the formation of high valent haems in peroxidase and cytochrome p
-450 catalysed reactions. The porphyrin was synthesised by reacting th
e copper(II) complex of the corresponding tetrabromoporphyrin with CuC
N in quinoline. Treatment of the haem with m-chloroperbenzoic acid gav
e an oxidation product which is stable in solution at room temperature
.