Title: (1) Vitamin-B6 Biomimetic Asymmetric Catalysis; (2) Directed Assembly of Mesoporous Materials with Single Micelles
Time: September 28, 2023, 13:30
Venue: Lecture Hall, School of Optoelectronics
Reporter: Prof. Bao-Guo Zhao, Shanghai Normal University, China
Prof. Wei Li Professor / PhD Supervisor Fudan University
Report Summary:
Vitamin-B6 Biomimetic Asymmetric Catalysis
The coenzyme vitamin B6 has a powerful catalytic function in living organisms, but its application in organic synthesis is yet to be developed. Based on the backbone of coenzyme vitamin B6, a variety of chiral pyridoxal and pyridoxamine catalysts have been developed to realize the biomimetic asymmetric transamination of a variety of carbonyl compounds, such as α-keto acids, α-keto amides, and trifluoromethyl ketones, to synthesize a variety of chiral amine compounds, with excellent enantioselectivity of the products. Inspired by the enzymatic glycine aldol reaction, a carbonyl-catalyzed catalytic mode was proposed to realize the bionic asymmetric Mannich reaction and synthesize a series of chiral α, β-diamine esters with the products having enantioselectivities of up to 99% and diastereoselectivities of >20:1. The carbonyl-catalyzed strategy was applied to realize the bionic asymmetric 1,4-addition of glycine esters, the bionic asymmetric aldol reaction, and α-allylation of MBH acetate; in addition, the carbonyl-catalyzed strategy was used to realize the α-C-H asymmetric transformation of inert primary amines, such as benzylamine and propargylamine.
Single micelle oriented assembly of mesoporous materials
Since the introduction of functional mesoporous materials, they have attracted wide interest. Their special mesoscopic structure and properties, ultra-high specific surface, large pore volume, and large and uniformly adjustable pore size have a wide range of applications in petroleum cracking, catalysis, adsorption, separation, and especially in energy conversion and storage. Here, we focus on the research progress in recent years in the directional assembly of mesoporous materials with single micelles. We have discovered a new mechanism for small molecules to regulate organic-inorganic/organic-organic intermolecular interactions in the construction of single micellar building blocks, and developed "nano-emulsion", "liquid-liquid two-phase interfacial assembly", "reversed-phase micellar assembly", "coordination micellar assembly", and "ligand-mediated micellar assembly", as well as "nanomaterials". We have developed a variety of new synthesis methods, such as "nano-emulsion", "liquid-liquid two-phase interfacial assembly", "reverse-phase micelle assembly", "coordination-regulated self-assembly", etc., and prepared new mesoporous materials, such as vertical pore mesoporous films, dendritic mesoporous carbon spheres, mesoporous titanium oxide phase junctions, and variable mesoporous hollow silica spheres etc., which have not only a unique and homogeneous morphology, but also a controllable mesoscopic pore structure, high specificity and high stability. mesoscopic pore structure, high specific surface area, large pore volume and open pores. It is because of their unique structure and functionality that these materials show very good application prospects in energy storage, catalysis and other aspects.
