Session: Heterocycles & Aromatics:

Carbon-carbon bonds formed between biaryl compounds are commonly formed using one of the many traditional cross-coupling reactions. However, cross-coupling reactions require restrictive and often challenging conditions to complete and also fail with certain heteroaromatic substrates. Although cross-coupling reactions generally produce high yields, they also produce environmentally toxic waste materials due to the use of heavy metal catalysts. This poster will discuss the utilization of various dipyridyl phosphonium salts to form carbon-carbon bonds using first row transition metals via a phosphorous extrusion reaction to produce derivatives of 2,2’ bipyridine. While this process is still being refined, we seek to develop a reliable, low-cost, and environmentally conscious synthesis for carbon-carbon bonds between heteroaromatics.

Skyler Markham

Colorado State University

Appearances