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Enantioselective Electrophilic Aromatic Nitration

Osadchey Brown, Reilly J
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Abstract
Enantiomers are non-superimposable mirror images of each other which look almost identical but can have different properties. Often reactions produce racemic (equal) mixtures of these two enantiomers. A recently discovered enantioselective aromatic nitration method allows for the formation of one enantiomeric form of our nitrated substrate in excess of the other. Forming specific desired enantiomers has broad implications to organic synthesis techniques such as Chirality Assisted Synthesis and for the pharmaceutical industry in drug design and development. This presentation reports the development of a chiral auxiliary that made this nitration methodology possible. Chiral auxiliary development was guided, and the success of the auxiliaries explained, by use of Density Functional Theory modeling.
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11:00am-1:00pm
Undergraduate
Date
2020-01-01
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