Synthesis and Stereochemistry of a Diarylformamidine
Poster Number
21
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
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.