"Ambiphilic aryl-bismuth reagents can behave as either nucleophiles or electrophiles in transition metal-catalyzed cross-couplings, fundamentally breaking from this dichotomy in reactivity."
"Their ambiphilic reactivity arises from their ability to engage in both oxidative addition and transmetalation processes with transition metal complexes, as demonstrated by stoichiometric and mechanistic studies."
"This work challenges the long-standing assumption that intrinsic bond polarity rigidly dictates mechanistic role in cross-coupling chemistry."
Ambiphilic aryl-bismuth reagents exhibit dual reactivity as nucleophiles and electrophiles in transition metal-catalyzed cross-coupling reactions. This behavior disrupts the conventional understanding of reactivity, which typically categorizes reagents strictly as one or the other. The unique reactivity of these bismuth reagents is attributed to their capacity to participate in both oxidative addition and transmetalation processes. Mechanistic studies confirm that a single aryl reagent can engage in both elementary steps, thereby questioning the established notion that bond polarity determines mechanistic roles in cross-coupling chemistry.
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