3 years ago

Synthesis of Iron Hydride Complexes Relevant to Hydrogen Isotope Exchange in Pharmaceuticals

Synthesis of Iron Hydride Complexes Relevant to Hydrogen Isotope Exchange in Pharmaceuticals
Jonathan M. Darmon, Scott P. Semproni, Renyuan Pony Yu, Zoë R. Turner, Paul J. Chirik
Addition of H2 gas to the bis(arylimidazolin-2-ylidene)pyridine iron bis(dinitrogen) complex (H4-iPrCNC)Fe(N2)2 resulted in facile oxidative addition of the H–H bond to yield a mixture of (H4-iPrCNC)FeH4 and trans-(H4-iPrCNC)FeH2(N2), depending on the partial pressures of H2 and N2. Both iron hydride complexes were characterized by X-ray diffraction and proved relevant to the catalytic hydrogen isotope exchange of arene C(sp2)–H bonds. Activation of the benzene-d6 solvent at ambient temperature produced deuterated isotologues of both compounds that exhibit large isotopic perturbation of resonances in the hydride signals.

Publisher URL: http://dx.doi.org/10.1021/acs.organomet.7b00398

DOI: 10.1021/acs.organomet.7b00398

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