Organotantalum chemistry

This reaction initially forms a thermally unstable tetraalkyl-monochloro-tantalum complex, which undergoes α-hydrogen elimination, followed by alkylation of the remaining chloride.

Ethylene, propylene, and styrene react with tantalum alkylidene complexes to yield olefin metathesis products.

Organotantalum compounds are invoked as intermediates in C-alkylation of secondary amines with 1-alkenes using Ta(NMe2)5.

[12] The chemistry developed by Maspero was later brought to fruition when Hartwig and Herzon reported the hydroaminoalkylation of olefins to form alkylamines:[13] The catalytic cycle may proceed by β-hydrogen abstraction of the bisamide, which forms the metallaaziridine.

Subsequent olefin insertion, protonolysis of the tantalum-carbon bond, and β-hydrogen abstraction affords the alkylamine product.

Tantalum-Carbon Bond
Structure of [Li(OEt 2 ) 3 ] + [TaMe 6 ] .
Tantalum alkylidine synthesis
Synthesis of Tantalum Monoalkylidene Complexes
Tantalum Alkylidene Promoted Olefination
Tantalum Alkylidene Olefin Metathesis
Utimoto's Synthesis of ( E )-Allylic Alcohols
Hartwig hydroaminoalkylation reaction scheme
Purposed mechanism of hydroaminoalkylation