The alkynol zipper reaction efficiently isomerizes an internal triple bond to a terminal triple bond over a straight carbon chain. However, this same reaction is inefficient for isomerizing triple bonds that are attached to aromatic substrates (1). This project attempts to optimize the zipper reaction on both alkynol and alkynyl-aromatic substrates by investigating the use of various amines reagents and reaction conditions. Upon discovery of pseudo-optimal conditions for the aromatic zipper (pictured in hard copy in library), we investigated the mechanism and formation of various alkene,and allene intermediates via No-D 'H NMR spectroscopy.
Schultz, Erica, "An Investigation of the Zipper Reaction in Aromatic Substrates" (2008). Honors Projects. Paper 4.
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