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Princeton technique puts chemistry breakthroughs on the fast track
Date:11/28/2011

ith an adjacent aromatic ring rapidly," MacMillan said.

"Instead of having to construct these important molecules circuitously using lots of different chemistry over a period of days if not weeks, we can now do it immediately in the space of one chemical reaction in one day."

Buchwald said that the rapid production of this molecule is as surprising as it is significant.

"The way these types of molecules alpha aryl amines were produced in this project is highly efficient, and no person could truthfully say that they would have predicted this reaction," Buchwald said. "This group was able to take a reaction that no one knew was possible and make it practical and useful in a very short time. This really speaks to the power of their overall method."

MacMillan conceived of accelerated serendipity after reflecting on his doctoral work at the University of California-Irvine during the 1990s. His work there hinged on two unforeseen yet important reactions that occurred in the span of six years, he said. When envisioning the project reported in Science, MacMillan calculated that if, in a single day, he ran the equivalent of one reaction per day for three years nearly 1,100 reactions the odds favored a new discovery, he said.

The Princeton team began running reactions once a day using a high-throughput, automated reaction accelerator in Princeton's Merck Center for Catalysis, combining on a one-to-one ratio molecules with no reported affect on each other.

Central to the process is a technique developed in MacMillan's lab and reported in Science in 2008 to synthesize chemical reactions using a low-power light source, such as a household light bulb. Known as photoredox catalysis, the reaction takes place when inorganic catalysts absorb light particles from the light source then pass an electron onto the organic molecules, which creates, or synthesizes, a new compound.

For the latest work, MacMillan and his team
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Contact: Morgan Kelly
mgnkelly@princeton.edu
609-258-5729
Princeton University
Source:Eurekalert

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