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Synthesis, Characterization, and Catalytic Activity of a Series of Aluminium–Amidate Complexes*

Kevin P. Yeagle A , Darryl Hester A , Nicholas A. Piro B , William G. Dougherty B , W. Scott Kassel B and Christopher R. Graves A C
+ Author Affiliations
- Author Affiliations

A Department of Chemistry & Biochemistry, Albright College, 13th & Bern St, Reading, PA 19612, USA.

B Department of Chemistry, Villanova University, 800 Lancaster Ave, Villanova, PA 19085, USA.

C Corresponding author. Email: cgraves@alb.edu

Australian Journal of Chemistry 68(3) 357-365 https://doi.org/10.1071/CH14514
Submitted: 23 August 2014  Accepted: 29 September 2014   Published: 20 January 2015

Abstract

The aluminium complexes {[κ2-N,O-(t-BuNCOPh)]AlMe2}2 (2), [κ2-N,O-(t-BuNCOPh)]2AlMe (3), and [κ2-N,O-(t-BuNCOPh)]3Al (4) were prepared through the protonolysis reaction between trimethylaluminium and one, two, or three equivalents, respectively, of N-tert-butylbenzamide. Complex 2 was also prepared via a salt metathesis reaction between K(t-BuNCOPh) and dimethylaluminium chloride. Complexes 24 were characterized using 1H and 13C NMR spectroscopy. Single-crystal X-ray diffraction analysis of the complexes corroborated ligand : metal stoichiometries and revealed that all the amidate ligands coordinate to the aluminium ion in a κ2 fashion. The Al–amidate complexes 24 were viable catalyst precursors for the Meerwein–Ponndorf–Verley–Oppenauer reduction–oxidation manifold, successfully interconverting several classes of carbonyl and alcohol substrates.


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