Alkali Chloride Adducts of Acyclic Acylaluminum: Synthesis, Structure, and Reactivity Studies

Abstract

AbstractTwo acyclic acylaluminums and one cyclic acylaluminum dimer were synthesized by reaction of the recently reported Al‐anion with acyl chloride. The reaction of the acylaluminums with TMSOTf and DMAP gave a ring‐expanded iminium‐substituted aluminate and a 2‐C−H cleaved product. In the reaction of acylaluminums toward C=O and C=N bonds, acyclic acylaluminums reacted as an acyl nucleophile, while the cycilc dimer showed no reactivity. Amide‐bond forming ligation using acyclic acylaluminums and hydroxylamines was further demonstrated. Throughout the study, acyclic acylaluminums exhibited higher reactivity than that of the cyclic dimer.