Catalytic synthesis application based on frustrated Lewis acid-base pair

Abstract

The invention provides a synthetic method for catalyzing beta-amino alcohol, alpha, beta-unsaturated ketone and beta-aminoketone based on a frustrated Lewis acid-base pair. A novel frustrated Lewis acid-base pair I which is stable in air is adopted as a catalyst and has the structural formula of PhN(CH2C6H4)2SbF, wherein Sb atom is bonded with two carbon atoms in a ligand and also forms a coordination bond together with nitrogen atom in the ligand. The method provides an efficient and environmental-friendly way for preparing a beta-amino alcohol compound from an epoxy compound and amine, preparing an alpha, beta-unsaturated ketone compound from aldehyde and ketone and preparing beta-aminoketone from aldehyde, ketone and amine. The frustrated Lewis acid-base pair is good in catalytic performance and can be repeatedly used, both the selectivity and the productivity of target products are close to 100%, the reaction conditions are simple, the operation is easy, the cost is low and the preparation process is environmental friendly.

Description

【Technical field】 [0001] The invention belongs to the field of catalytic organic synthesis, in particular to a synthesis method based on hindered Lewis acid-base pair catalysis of β-aminoalcohols, α, β-unsaturated ketones and β-aminoketones. 【Background technique】 [0002] Frustrated Lewis acid-base pair (frustrated Lewis pair, FLP) is a system with Lewis electron donor and acceptor at the same time, due to the existence of its steric hindrance, Lewis acid and base will not self-quench, therefore, the system Lewis acid and base sites are capable of reacting with other molecules. This concept was first proposed by Stephan et al. in 2006, which has attracted extensive attention from domestic and foreign chemical colleagues. In recent years, great progress has been made in the research on hindered Lewis acid-base pairs at home and abroad. In the research, it was found that hindered Lewis acid-base pairs can make imines, enamines, enol ethers, etc. Hydrogen effect. In additio...

AI Technical Summary

Problems solved by technology

Therefore, in organic synthesis reactions other than catalytic hydrogenation, hindered Lewis acid-base pairs are difficult to play a role in catalytic organic reactions

Moreover, most hindered Lewis acids and bases are sensitive to air, difficult to reuse, and the reaction process needs to be carried out under the protection of inert gas.

Therefore, conceptually developing novel, air-stable, recyclable bifunctional Lewis acid-base catalysts based on hindered Lewis acid-base pairs remains a great challenge.

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