Precatalysts prepared with arylsulfide or carbamate ligation on titanium facilitated the asymmetric intermolecular hydroamination of alkynes. Homogeneous and in-situ precatalysts formed from tetrakis (dimethylamido) titanium were evaluated in our studies. The arylsulfide ligands include naphthalene-2-thiol and 2-methoxybenzenethiol while the carbamate ligands include 2-3-phenyloxazolidin-2-one and bulkier analogs. These two sets of catalysts have been effective catalysts, but demonstrate a range of selectivity in our experiments.  Efforts to tailor the systems to improve reactivity, our most effective hydroamination catalysts, and work to isolate catalyst intermediates to better understand the structure of these species will be presented.

Arylsulfide and oxazolidin-2-one ligands for titanium catalyzed hydroaminations

241st National Meeting (2011)

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