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S–H bond cleavage in molecules of biological interest with CpFe(dppe)I
Author(s) -
Diaz C.,
Pesce A.
Publication year - 2000
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/1099-0739(200010)14:10<557::aid-aoc38>3.0.co;2-f
Subject(s) - chemistry , cyclopentadienyl complex , cleavage (geology) , molecule , bond cleavage , methanol , solvent , cysteine , medicinal chemistry , stereochemistry , electron paramagnetic resonance , organic chemistry , catalysis , enzyme , geotechnical engineering , fracture (geology) , engineering , physics , nuclear magnetic resonance
The reaction of CpFe(dppe)I (Cp, cyclopentadienyl; dppe, Ph 2 P(CH 2 ) 2 PPh 2 ) with biologically active RSH molecules ( L ‐cysteine hydrochloride, dithiothereitol and 2‐mercaptoethanol) in the presence of NH 4 PF 6 and in methanol as solvent afforded the new iron(III) thiolate complexes [CpFe(dppe)SR]PF 6 . The blue–black paramagnetic complexes were characterized by elemental analysis and IR, EPR and UV–visible spectroscopy. The selective S–H bond cleavage in the thiols suggests a possible utilization of the organometallic iron(II) complexes as inhibitors in some cysteine proteases. The spectroscopic properties of the new complexes have been compared with those of other Fe–S models as well as with Fe–S proteins. Copyright © 2000 John Wiley & Sons, Ltd.