2015 Beckman Symposium   

Andrew Lankenau

Presentation Date:
August-8-2014

Presenter:
Andrew Lankenau

Title:
24 - Enantio-Enrichment of a Dearomatizing Tungsten Agent

Institution:
University of Virginia

Department:
Chemistry

Description:
Throughout the past several years, the Harman research group at the University of Virginia has developed a {TpW(NO)(PMe3)} fragment that can bind to benzene, naphthalene, furan, and other aromatic systems. This binding interaction disrupts the aromaticity of the ligand and activates it towards a handful of synthetic pathways. Since heterocycles, phenols, and polycyclic aromatic hydrocarbons serve as the main components of coal tar, further expanding the reactions available to these abundant molecules yields an enormous degree of pharmaceutical potential. However, because {TpW(NO)(PMe3)} is created without the use of chiral auxiliary agents, it is synthesized as a racemic mixture. Therefore, all of the unique organic systems made utilizing {TpW(NO)(PMe3)} are also racemic, where both molecules have identical chemical and physical properties but different effects when placed in a biological system. Therefore, the goal of this project is to separate the two enantiomers of the dearomatizing {TpW(NO)(PMe3)} fragment.


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