Perturbing the electron withdrawing and donating properties of ancillary ligands can dramatically alter the reactivity of the corresponding transition metal complexes produced. In our efforts to develop general procedures for synthesis of electronically diverse diimine and N-heterocyclic carbine (NHC) ligands for supports of transition metals, we have found iminophosphorane intermediates allow for successful preparation of these ligands, as traditional condensation reactions led to low yields or intractable products with less sterically encumbering anilines. Scope of the ligand synthesis, by varying steric and electronic properties of substituents, will be addressed. The effect of diketone on the diimine synthesis will also be presented. Elaboration of the diimines to the corresponding NHC ligands will also be discussed, along with metallation reactions of both ligand classes with transition metals. With these ligands and metal complexes in hand, we hope to now explore electronic effects on catalysis from diimine and NHC metal platforms.

Iminophosphorane reagents for synthesis of electrically diverse diimine and N-heterocyclic carbene ligands

249th National Meeting (2015)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.