The selective coupling of two different electrophiles is a synthetically compelling, but underdeveloped strategy in synthesis. One of the central challenges is understanding how a catalyst system differentiates two substrates of similar reactivity and then unites them selectively to form the cross-product instead of homocoupling products. Recently, we have developed reactions that selectively cross-couple two different organic halides and studied their mechanisms. The selectivity principles underlying these reactions will be discussed, along with examples of how this understanding enables the development of new reactions.

Selectivity in cross-electrophile coupling reactions

246th National Meeting (2013)

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