A “pyridine-enhanced” NHC catalyst system for these reactions contains an alpha-donating 3-chloropyridine group, as well as a bulky IPr ligand. For these reactions, the Organ group created stable PEPPSI catalysts. Many catalysts for these reactions contain the ferrocene ligand dppf. Nonaflates (“NON-uh-flates”) and triflates are useful electrophiles for these reactions. It is difficult to perform most of these reactions with alkyl compounds in water due to (*) beta-hydride elimination side reactions. One of these reactions used to synthesize substituted biphenyls uses a catalyst with a transition metal and four triphenylphosphine groups. These reactions go through a catalytic cycle of oxidative addition, transmetalation, and reductive elimination steps. For 10 points, name this class of reactions that uses a palladium(0) catalyst to form carbon–carbon bonds, such as one named for Suzuki. ■END■
ANSWER: cross-coupling reactions [or palladium-catalyzed cross-coupling reactions or hetero-coupling reactions; accept Suzuki coupling until “Suzuki” is read; prompt on Suzuki reaction until “Suzuki” is read; prompt on coupling reactions; prompt on aminations; prompt on intramolecular Heck transformations; reject “homo-coupling reactions”]
<KP, Chemistry>
= Average correct buzz position