2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl

Application

2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl, commonly known as tBuXPhos, is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group designed to significantly enhance the reactivity and efficiency of palladium-catalyzed cross-coupling reactions. This versatile ligand has proven particularly effective in facilitating C-O and C-N bond formations and finds application in a wide array of reactions, such as Tsuji-Trost substitutions and the cross-coupling of benzylic fluorides, rapid methoxylation of bromo-chalcones, and the arylation of pyrazoles, indazoles, and various heterocycles. Additionally, tBuXPhos serves as a crucial component in the palladium-catalyzed synthesis of phenols from aryl halides and KOH, the formation of benzoic acids from aryl halides and CO2, and supports the Suzuki-Miyaura cross-coupling of allylboronates with aryl halides. Its application also extends to the cyanation of (hetero)aryl chlorides and bromides, trifluoromethylation of vinyl sulfonates, arylation of nitroacetates, and the arylation of cyanamides. Through its introduction in such reactions, tBuXPhos significantly contributes to advancements in chemical synthesis by promoting high regioselectivity and improving reaction outcomes.