Trifluoromethanesulfonato[2-(Di-1-adamantylphosphino)-2',4',6'-triisopropyl-3,6-dimethoxybiphenyl][2-(2'-amino-1,1'-biphenyl)]palladium(II)

C56H71F3NO5PPdS

1064.63

Trifluoromethanesulfonato[2-(Di-1-adamantylphosphino)-2',4',6'-triisopropyl-3,6-dimethoxybiphenyl][2-(2'-amino-1,1'-biphenyl)]palladium(II) is a Buchwald third-generation palladacycle precatalyst featuring an AdBrettPhos ligand and a 2'-amino-1,1'-biphenyl-2-yl palladacycle core with a trifluoromethanesulfonate (triflate) counterion. It is the triflate salt analogue of AdBrettPhos Pd G3 (methanesulfonate salt). The compound is a powerful precatalyst for classic cross-coupling reactions such as Suzuki-Miyaura, Buchwald-Hartwig amination, and C-N bond formation. The triflate counterion may offer different solubility and reactivity profiles compared to the methanesulfonate salt. The AdBrettPhos ligand, with its di-1-adamantylphosphino group, triisopropyl substituents, and dimethoxy groups, provides excellent steric and electronic properties for challenging coupling reactions.

1,1,1-Trifluoromethanesulfonato[2-(Di-1-adamantylphosphino)-2',4',6'-triisopropyl-3,6-dimethoxybiphenyl][2-(2'-amino-1,1'-biphenyl)]palladium(II); [2-(Di-1-adamantylphosphino)-2',4',6'-triisopropyl-3,6-dimethoxybiphenyl][2-(2'-amino-1,1'-biphenyl)]palladium(II) trifluoromethanesulfonate; 2'-(Amino-κN)[1,1'-biphenyl]-2-yl-κC][[3,6-dimethoxy-2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]bis(tricyclo[3.3.1.13,7]dec-1-yl)phosphine-κP](1,1,1-trifluoromethanesulfonato-κO)palladium; AdBrettPhos Pd G3 trifluoromethanesulfonate

bis(1-adamantyl)-[3,6-dimethoxy-2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphanium;palladium(2+);(2-phenylphenyl)azanide;trifluoromethanesulfonate

CC(C)C1=CC(=C(C(=C1)C(C)C)C2=C(C=CC(=C2[PH+](C34CC5CC(C3)CC(C5)C4)C67CC8CC(C6)CC(C8)C7)OC)OC)C(C)C.C1=CC=C([C-]=C1)C2=CC=CC=C2[NH-].C(F)(F)(F)S(=O)(=O)[O-].[Pd+2]

InChI=1S/C43H61O2P.C12H9N.CHF3O3S.Pd/c1-25(2)34-17-35(26(3)4)39(36(18-34)27(5)6)40-37(44-7)9-10-38(45-8)41(40)46(42-19-28-11-29(20-42)13-30(12-28)21-42)43-22-31-14-32(23-43)16-33(15-31)24-43;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;2-1(3,4)8(5,6)7;/h9-10,17-18,25-33H,11-16,19-24H2,1-8H3;1-6,8-9,13H;(H,5,6,7);/q;-2;;+2

MUKMCDRNQKYATQ-UHFFFAOYSA-N

98%

Off-white to light yellow powder

Store at 2-8 °C