endo-Selective Iron Catalysts for
Intramolecular Alkyne Hydrofunctionalization
Posted on 2020-07-06 - 15:34
Metal–ligand
cooperative iron complexes of the type [Fe(Cp*)(PR2NPh2)(MeCN)]PF6 (R = Cy,
Ph) were synthesized and characterized. Both derivatives
were active toward the intramolecular hydroamination of 2-ethynylaniline
and hydroalkoxylation of 2-ethynylbenzyl alcohol. In the latter case,
only the six-membered endo heterocycle isochromene
was observed, which suggests that the alkyne is activated by a vinylidene
mechanism. The reaction of [Fe(Cp*)(PCy2NPh2)(MeCN)]PF6 with phenylacetylene indeed
afforded a complex that was characterized as a vinylidene, which implicates
an analogous intermediate in the hydrofunctionalization mechanism.
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Bridge, Benjamin
J.; Boyle, Paul D.; Blacquiere, Johanna M. (2020). endo-Selective Iron Catalysts for
Intramolecular Alkyne Hydrofunctionalization. ACS Publications. Collection. https://doi.org/10.1021/acs.organomet.0c00307
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AUTHORS (3)
BB
Benjamin
J. Bridge
PB
Paul D. Boyle
JB
Johanna M. Blacquiere