Neutral and cationic aluminium complexes of a sterically demanding N-imidoylamidine ligand
Jason D Masuda1, Douglas W Stephan
1Department of Chemistry & Biochemistry, University of Windsor, Windsor, Ontario, Canada N9B 3P4.
Abstract:
The N-imidoylamidine ligand i-Pr2C6H3N(C(Me)NC6H3i-Pr2)2 2 was prepared. Direct reactions with AlI3 or AlMe3 afforded [(i-Pr2C6H3N(C(Me)NC6H3i-Pr2)2)AlI2][AlI4] 3 and [i-Pr2C6H3N(C(Me)NC6H3i-Pr2)2)AlMe2][AlMe4].AlMe3, 4 respectively. Thermolysis of 4 gave (i-Pr2C6H3NC(=CH2)(NC6H3i-Pr2)(C(Me)NC6H3i-Pr2)AlMe2 6. Subsequent reaction with B(C6F5)3 gave the zwitterionic species [(i-Pr2C6H3)N(C(=CH2)NC6H3i-Pr2)(C(Me)NC6H3i-Pr2)AlMe(mu-MeB(C6F5)3)] 7. In a related reactions of 2, [Ph3C][B(C6F5)4] and AlMe3, AlH3.NEtMe2 or AlD3.NMe3, the complexes [(i-Pr2C6H3N(C(Me)NC6H3i-Pr2)2)AlR2][B(C6F5)4] (R = Me 5, H 8, D 9) and [(i-Pr2C6H3)N(C(=CH2)NC6H3i-Pr2)(C(Me)NC6H3i-Pr2)AlH][B(C6F5)4] 10 are formed. Single-crystal X-ray data for 2, 3, 5 and 10 are reported.
Related Concept Videos
Complexation Equilibria: Factors Influencing Stability of Complexes
Metal-Ligand Bonds
In these complexes, transition metals form coordinate covalent bonds, a kind of Lewis acid-base interaction in which both of the electrons in the bond are contributed by a donor (Lewis base) to an electron acceptor (Lewis acid). The Lewis acid in...
Amides to Amines: LiAlH4 Reduction
Amide reduction requires two equivalents of the reducing agent, acting as a source of hydride ions. As shown in the figure, the reaction is initiated with a nucleophilic attack by the hydride ion at the carbonyl carbon to form a tetrahedral intermediate.
Nitriles to Amines: LiAlH4 Reduction
As shown below, the mechanism involves three steps. Firstly, the hydride ion acting as a nucleophile attacks the nitrile carbon to form an anion. In the second step, a second equivalent of the hydride ion attacks the anion to...
Coordination Compounds and Nomenclature
Aldehydes and Ketones with Amines: Imine Formation Mechanism
Imines are formed under mildly acidic conditions. A pH of 4.5 is ideal for the reaction.
If the pH is low or the solution is too acidic, the reaction slows down in the...


