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(Dec. 20) GAP Chemistry and Multi-Layer 3D Chirality

Last updated :2019-12-13

Topic: GAP Chemistry and Multi-Layer 3D Chirality
Speaker: Professor LI Guigen
(Nanjing University & Texas Tech University)
Host: Professor LI Le
Time: 10:00-12:00, Friday, December 20, 2019
Venue: A403, Fulan Academic Center, Fong Shing Hall, Guangzhou South Campus, SYSU

Abstract:
Environmental contamination and pollution have been associated with organic synthesis and production for many decades due to the synthetic effectiveness and generation of side products and wastes, particularly, due to the use of large amounts of silica gels and solvents for daily use for chromatography purification. For example, a medium size of synthetic group, silica gels and solvents are needed on the scales of about 500 kg and 1000 L, respectively, for each year. These silica gels and solvents are discarded after their use. Also, besides ionic and polymeric strategies, there have not been any methods to convert oil/sticky products into their solid and crystalline forms so far. To help solving these problems, the PIs’ group has established GAP (Group-Assisted Purification) chemistry and technologyby inventing new reagents and auxiliaries for general organic synthesis and GASyn chemistry (Group-Assisted Synthesis chemistry)to maximize synthesis efficiency and selectivity. The GAP and GASyn chemistryand technologies have been successfully utilized to peptide synthesis and development of auto synthesizer by GAPetides Company in Texas.

In this talk, the new discovery of multi-layer 3D chirality of sandwich-shaped organic molecules will also be presented. The key element of this chirality is characterized by three layers of structures that are arranged nearly in parallel fashion with one on top and one down from the center plane. Individual enantiomers of these molecules have been fully characterized by spectroscopies with their enantiomeric purity measured by chiral HPLC. The absolute configuration was unambiguously assigned by X-ray diffraction analysis. Nearly all resulting multi-layer 3D chiral products and their precursors displayed strong fluorescence activity of different colors under ultraviolet light irradiation and promising aggregation-induced emission (AIE) properties. This is the first enantiomeric multi-layer 3D chirality reported, and is anticipated to lead to a new research area of asymmetric synthesis and catalysis and to have a broad impact on chemical, medicinal, and material sciences in future.