Title

Synthesis and Stereochemistry of a Diarylformamidine

Poster Number

21

Lead Author Major

Biochemistry

Format

Poster Presentation

Faculty Mentor Name

Qinliang Zhao

Faculty Mentor Department

Chemistry

Abstract/Artist Statement

Formamidines are a subfamily of amidines that have attracted the attention of many chemists due to their convenient synthesis, interesting stereochemistry, and versatile coordination modes upon complexation with metal atoms. By applying the corresponding aniline to triethylorthoformate, a diarylformamidine ligand was synthesized. Characterization was performed using NMR Spectroscopy and Mass Spectrometry. With the isomerization of organic compounds, the geometry of the ligand controls the outcome of the spectroscopic study. Two sets of signals at approximately the same intensities were observed in NMR, using deuterated chloroform as the solvent. In the presence of an acid, such as acetic acid, the ligand tends to be locked into one isomeric form by competing for the hydrogen bonding about the core N=C-N. Studying the NMR spectra in solvents of various polarities and the addition of acids can hopefully help further understand the valid mechanism of its changes in stereochemistry.

Location

DeRosa University Center, Ballroom

Start Date

25-4-2015 2:00 PM

End Date

25-4-2015 4:00 PM

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Apr 25th, 2:00 PM Apr 25th, 4:00 PM

Synthesis and Stereochemistry of a Diarylformamidine

DeRosa University Center, Ballroom

Formamidines are a subfamily of amidines that have attracted the attention of many chemists due to their convenient synthesis, interesting stereochemistry, and versatile coordination modes upon complexation with metal atoms. By applying the corresponding aniline to triethylorthoformate, a diarylformamidine ligand was synthesized. Characterization was performed using NMR Spectroscopy and Mass Spectrometry. With the isomerization of organic compounds, the geometry of the ligand controls the outcome of the spectroscopic study. Two sets of signals at approximately the same intensities were observed in NMR, using deuterated chloroform as the solvent. In the presence of an acid, such as acetic acid, the ligand tends to be locked into one isomeric form by competing for the hydrogen bonding about the core N=C-N. Studying the NMR spectra in solvents of various polarities and the addition of acids can hopefully help further understand the valid mechanism of its changes in stereochemistry.