2019年12月20日南京大学 & Texas Tech University李桂根教授学术报告

GAP Chemistry and Multi-Layer 3D Chirality

主题
GAP Chemistry and Multi-Layer 3D Chirality
活动地址
丰盛堂芙兰学术中心A403
活动时间
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报告摘要:

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-layer3Dchirality 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 3Dchiral 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 3Dchirality 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.

报告人简介:

      李桂根教授, 1962年9月出生。江苏师范大学学士(1984),南开大学硕士(1987),1987年至1990年任南京大学化学系助理教授。1995年获美国亚利桑那大学博士学位。1995年至1997年美国Scripps研究所博士后工作期间,对于K. Barry Sharpless教授的2001年诺贝尔化学奖研究课题起到关键作用。

      1997先后任美国德州理工大学助理教授/副教授/教授/最高荣誉教授(Paul Whitfield Horn Professor) 和南京大学adjunct教授。国家杰出青年基金(海外),2011中国国家级特聘专家, 江苏省“双创计划”,南京市“321计划”入选者。 2015-2018连续四年入选“中国高被引学者”。主持国家自然科学基金委员会重点和面上项目。目前担任国家自然科学奖, 中国科学院陈嘉庚科学奖, 中央组织部,国家外国专家局,自然科学基金委员会,教育部高等学校科学研究优秀成果奖, 国家杰出青年基金,等奖项的评审专家,教育部战略研究项目课题组咨询专家,上海交通大学国际咨询委员会委员(2015-2016),中国科学院上海有机化学研究所创新团队成员(2004-2011), 南京大学生命化学协同创新中心特聘专家,化学化工学院学术委员会和国际化委员会委员,南京大学化学与生物医学科学研究所执行所长,美国化学会西南地区分会主席,等职务。共发表论文 330余篇,h-Index = 53,其中5篇论文为 top 1% 高被引论文。

      主要学术贡献:(1)发现并定义多面3D 手性,有机三明治手性,多层面pseudo C2 对称性 。(2) 建立新型手性GAP试剂和 GAP化学和技术应用,实现无需柱层析或重结晶的绿色化学合成。(3)实现金属催化烯烃/炔烃的胺卤化和双胺化反应(4)建立世界上第一台多肽液相合成仪的  (as a co-founder of USA company called“GAPetides, LLC”: www.GAPPeptides.com);(5)提出了GASyn 化学 (Group-Assisted Synthesis 化学) 新概念,利用官能团的设计来提高有机合成的效率。(6)实现不对称催化allenoate/allenolate的Aldol 反应,并具用于beta卤代Morita-Baylis-Hillman (MBH)产物的合成, 同时实现非路易斯碱诱导的MBH反应。(7)Domino环化和定点C-H功能化反应。