With the wide range of bidentate ligands reported in literature that incorporate oxygen and nitrogen donors, and the recent interest in pyrrolide-imine ligands, it is surprising that indolyl moieties are still underutilized ligands in inorganic chemistry, particularly for the main group metals. The potential utility of chelating ligands incorporating indolyl substituents can be appreciated by comparison of tri(pyrrolyl)methane to similar triamidoamine, and triamido ligands. The triamidoamine and triamido ligands have similar electronic and coordination properties but differ significantly in charge, π-donating ability, and bridging ability compared to tri(pyrrolyl)methane. Our groups interest is to incorporate the use of indolyl substituents as ligands for coordination to earth abundant main groups metals. We have prepared a series of 2-amino-functionalized indoles (2-(RNHCH2)C8H5NH) (R = 2,6-iPr2C6H3, tBu) and corresponding MR2 and MR (M= Al; R = Me, Et, NMe2 and M = Ga; R = NMe2, Cl) complexes. These complexes will serve as precatalysts for hydroamination of aminoalkenes. These complexes have been characterized by 1H, 13C NMR spectroscopy and X-ray crystallography. Details of the syntheses and characterization of ligands and complexes will be presented.

Preparation of (alkylaminomethylene)indoles and their corresponding main group complexes

255th National Meeting (2018)

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