Recyclable Metallic Imidazolium-Based Ionic Liquid-Catalyzed Selective Mono- and Double-Hydroboration in Water

Abstract

The recyclable metallic imidazolium-based ionic liquid-catalyzed mono-hydroboration of imines, double-hydroboration of imine with aldehyde, and double-hydroboration of aniline with glutaric dialdehyde in the presence of HBpin in water is described for the first time. The ionic liquid [BMIm]­[FeCl4] showed excellent activity, high selectivity, and good recyclability for the catalytic imine hydroborations. This catalytic system widely tolerated various functional rings and unsaturated groups without additional reduction. Furthermore, the metallic ionic liquid [BMIm]­[FeCl4] could be reused for more than 15 runs in water without decay of the catalytic activity.

Organocatalytic hydroboration of carbonyl compounds promoted by choline-based ionic liquids

“…50 Despite the extensive use of traditional ionic liquids in hydroboration reactions as solvents or immobilization media for TM-metal catalysts, 29,31,[51][52][53] their application as organocatalysts in the hydroboration reaction has been almost entirely neglected. 34,[54][55][56] Therefore, the search for a novel and selective method for the hydroboration of carbonyl compounds with a simple, cheap, reusable and environmentally-friendly catalyst is of great importance.…”

Prediction of the Solubility of Acid Gas Hydrogen Sulfide in Green Solvent Ionic Liquids via Quantitative Structure–Property Relationship Models Based on the Molecular Structure

“…Ionic liquids (ILs) are composed of inorganic/organic anions and organic cations, which are liquid substances under a greenhouse. Because these solvents have a series of unique ideal characteristics, such as a low melting point, high ionic conductivity, negligible volatility, thermal and chemical stability, low flammability, high recovery, etc, − they have aroused great interest as research topics and have been widely used in synthesis, catalysis, drugs, and solvents. − The new characteristics of ILs are determined by the unique molecular structure and the interaction between ions. According to the application purpose, the structure and properties of ILs can be selected and fine-tuned from a large number of anions or cations.…”