Related Experiment Video
Updated: Jun 10, 2025

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Catalytic Fe2+ Cation Pair Site for Base-free N-Alkylation of Aromatic Amines with Alcohols
Yusuke Kita1, Takato Fukuda1, Masato Akatsuka1
1Department of Chemistry and Bioengineering, Graduate School of Engineering, Osaka Metropolitan University, 3-3-138 Sugimoto, Sumiyoshi-ku, Osaka, 558-8585, Japan.
Abstract:
The development of heterogeneous Fe catalysts is very attractive due to the ubiquitous, abundant, and inexpensive nature of Fe as a resource. However, Fe oxides are commonly inert as catalysts and hence, the design and fabrication of active Fe sites are essential. Herein, the fabrication of an active Fe cation pair site by simple reduction treatment of SiO2-supported FeOx (FeOx/SiO2) is presented. The active Fe cation pair site was formed by the removal of the oxygen atom between Fe cations of the FeOx on SiO2, namely oxygen vacancy formation, which is induced by temperature-controlled reduction treatment. 773 K reduction maximized the Fe cation pair sites without the decomposition of FeOx species, which was an effective catalytic one for the N-alkylation of amines mainly proceeded through Meerwein-Ponndorf-Verley (MPV) type reduction, which is achieved by the stabilization of six-membered ring transition state derived from imines and alcohols over the open active site of the Fe cation pair site.
More Related Videos
12:08Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes
Published on: June 24, 2022
06:46Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Related Concept Videos
Factors Affecting α-Alkylation of Ketones: Choice of Base
The reaction involving bases like EtO− whose conjugate acid EtOH (pKa = 15.9) is stronger than the ketone (pKa = 19.2) results in an equilibrium mixture with higher ketone concentration. As a consequence,...
Amines to Alkenes: Hofmann Elimination
Under thermal conditions, the hydroxide can abstract a proton from the β carbon; this generates an alkene with the simultaneous...
Aldol Condensation with β-Diesters: Knoevenagel Condensation
α-Alkylation of Ketones via Enolate Ions
Aldehydes and Ketones with Alcohols: Hemiacetal Formation
Base-Promoted α-Halogenation of Aldehydes and Ketones