Electronic Ligand Modifications on Cobalt Complexes
and Their Application toward the Semi-Hydrogenation of Alkynes and
Para-Hydrogenation of Alkenes
Posted on 2019-08-05 - 16:08
The
effect of the electronic modification of a bis(carbene) pincer
ligand, (MesCCCR), on cobalt catalysis has been
investigated. The pincer ligand was modified in the para position of the aryl backbone with a tert-butyl
and trifluoromethyl moiety to yield the electronic variants that were
applied toward the synthesis and characterization of several cobalt
complexes, (MesCCCR)Co. The application of the
(MesCCCR)CoI(N2)PPh3 complexes toward the semihydrogenation of alkynes revealed
that while the tert-butyl group does not impact reactivity,
the loss of electron density at the metal center, by the installation
of the CF3 group, does affect product ratios. Further inspection
of the proposed mechanism suggested that the installation of the trifluoromethyl
group slows down olefin hydrogenation. This finding was further supported
in the application of the (MesCCCR)CoI-py (py = pyridine) complexes toward the parahydrogenation
of ethyl acrylate, which demonstrated that the electron-withdrawing
ligand variant produced less polarization.
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Muhammad, Safiyah
R.; Nugent, Joseph W.; Tokmic, Kenan; Zhu, Lingyang; Mahmoud, Jumanah; Fout, Alison R. (2019). Electronic Ligand Modifications on Cobalt Complexes
and Their Application toward the Semi-Hydrogenation of Alkynes and
Para-Hydrogenation of Alkenes. ACS Publications. Collection. https://doi.org/10.1021/acs.organomet.9b00337