Abstract
Porphinato-iron(III)–thiolate complexes, [FeIII(TPP){S-2-(4-X-C6H4CONH)C6H4}] (TPP=tetraphenylporphyrin, X=H, OMe and NO2), were synthesized as models of cytochrome P-450. The complex, [FeIII(TPP)(S-2-PhCONH–C6H4)], shows a positively shifted Fe(III)/Fe(II) redox potential in dichloromethane at −0.901 V versus Cp2Fe compared with the corresponding redox potential of [FeIII(TPP)(S–Ph)] (−1.120 V vs. Cp2Fe) under the same conditions. Such a positive shift of redox potential is considered to be caused by the formation of an intramolecular NH⋯S hydrogen bond. The existence of this NH⋯S hydrogen bond was confirmed by infrared spectroscopy.
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