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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Synthesis of an Unsymmetrical Dialumane and Kinetic Analysis of its Alkene Insertion
Ryotaro Yamanashi1, Kanata Mizutani1, Makoto Yamashita2
1Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Tokai National Higher Education and Research System, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan.
Abstract:
An unsymmetrical dialumane was synthesized by the reaction of a nucleophilic alumanyl anion with a bromoalumane and it was structurally characterized to show the existence of the Et2O-coordination to the Al atom. The reactivity of the obtained Al-Al bond toward ethylene and styrene was examined, and the resulting insertion products underwent subsequent reactions. The reaction of the dialumane with styrene was decelerated by an addition of Et2O, suggesting that an Et2O dissociation occurred before the alkene insertion, which can be distinguished from an associative mechanism involving a five-coordinated Al intermediate.
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