Synthesis of Oxadiazole Derivatives for Use in Supramolecular.pptVIP

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Synthesis of Oxadiazole Derivatives for Use in Supramolecular.ppt

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Synthesis of Oxadiazole Derivatives for Use in Supramolecular

Synthesis of Oxadiazole Derivatives for Use in Supramolecular Assembly Matthew B. Weiss 2006 Potential Applications Modeling natural self-assemblies (i.e. mitochondria or cell wall formation) Formation of nanoscale structures Understanding of metal-ligand interactions in supramolecular assemblies Background Supramolecular self assembly: Involves metal-ligand interactions Utilizes metal-ligand bonding to stabilize structure Occurs when bond-angles are optimal optimal for assembling interactions Goal To synthesize and purify four oxadiazole derivatives for future use in supramolecular assembly Oxadiazole Molecules Oxadiazole Molecules Oxadiazole Molecules Oxadiazole Molecules Acylation Reaction Purification Vacuum filtration Purification Vacuum filtration Vacuum desiccation Cycloaromatization Purification Qualitative transfer with ether Purification Qualitative transfer with ether Rotary evaporation Analysis Analysis Dithiophen Oxadiazole Dithiophen Oxadiazole Diphenyl Oxadiazole Diphenyl Oxadiazole Thiophen/furan Oxadiazole Thiophen/furan Oxadiazole Pyridyl/phenyl Oxadiazole Pyridyl/phenyl Oxadiazole Conclusion The four oxadiazole molecules: dithiophen, diphenyl, thiophen/furan, pyridyl/phenyl, were successfully synthesized and purified Future Work Examine self-assembling properties of pyridine/phenyl oxadiazole molecule Synthesize oxadiazole molecules without vacuum filtration and vacuum desiccation Acknowledgments Dr. Brisbois Macalester College Ms. Fruen Ms. Richter Team Research Synthesis of Oxadiazole Derivatives for Use in Supramolecular Assembly Matthew B. Weiss 2006 * 2-phenyl-5-(pyridine-3-yl)-1,3,4-oxadiazole = pyridyl/phenyl oxadiazole 2-(furan-2-yl)-5-(thiophen-2-yl)-1,3,4-oxadiazole = thiophen/furan oxadiazole 2,5-diphenyl-1,3,4-oxadiazole = diphenyl oxadiazole 2,5-di(thiophen-2-yl)-1,3,4-oxadiazole = dithiophen oxadiazole 2-phenyl-5-(pyridine-3-yl)-1,3,4-oxadiazole = pyridyl/phenyl oxadiazole 2-(furan-2-yl)-5-(thiophen-2-yl)-1,3,4-oxadiazole