Oxidative Addition of Hydridic, Protic, and Nonpolar E–H Bonds (E = Si, P, N, or O) to an Aluminyl Anion
Matthew J. Evans, Mathew D. Anker, Martyn P. Coles
Abstract
The aluminyl anion K[Al(NONDipp)] {NONDipp = [O(SiMe2NDipp)2]2–; Dipp = 2,6-iPr2C6H3} engages in oxidative additions with the E–H (E = Si, P, N, or O) bonds of phenylsilane (PhSiH3), mesityl phosphane (MesPH2; Mes = 2,4,6-Me3C6H2), 2,6-di-iso-propylaniline (DippNH2), and 2,6-di-tert-butyl-4-methylphenol (ArOH). The resulting (hydrido)aluminate salts are formed regardless of the E–H bond polarity. All of the products were characterized by nuclear magnetic resonance and infrared spectroscopic techniques and single-crystal X-ray diffraction. This study highlights the versatility of aluminyl anions to activate hydridic, acidic, and (essentially) nonpolar E–H bonds.
Topics & Concepts
ChemistryPhenylsilaneOxidative additionIonAluminateMedicinal chemistryOxidative phosphorylationHypervalent moleculeCrystallographyStereochemistryCatalysisOrganic chemistryReagentHistoryArchaeologyBiochemistryCementSynthesis and characterization of novel inorganic/organometallic compoundsCoordination Chemistry and OrganometallicsOrganoboron and organosilicon chemistry