AdBrettPhos Pd G3

Product Information

Molecular Formula
C56H74NO5PPdS
Molecular Weight
1010.65
Description
AdBrettPhos Pd G3 is a Buchwald third-generation palladacycle precatalyst featuring an AdBrettPhos ligand and a 2'-amino-1,1'-biphenyl-2-yl palladacycle core with a methanesulfonate counterion. It is a powerful precatalyst for classic cross-coupling reactions such as Suzuki-Miyaura, Buchwald-Hartwig amination, and C-N bond formation. The compound is bench-stable and soluble in most organic solvents. The AdBrettPhos ligand, with its di-1-adamantylphosphino group, triisopropyl substituents, and dimethoxy groups, provides excellent steric and electronic properties for challenging coupling reactions. This precatalyst is part of the Buchwald Palladacycle Precatalyst Kit and is used in pharmaceutical synthesis and organic chemistry research.
Synonyms
Methanesulfonato[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) methanesulfonate; Di-Ad-BrettPhos-G3-Palladacycle; 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](methanesulfonato-κO)palladium; Methanesulfonato[2-(di-1-adamantylphosphino)-3,6-dimethoxy-2',4',6'-tri-i-propyl-1,1'-biphenyl](2'-amino-1,1'-biphenyl-2-yl)palladium(II); AdBrettPhos Palladacycle Gen. 3
IUPAC Name
bis(1-adamantyl)-[3,6-dimethoxy-2-[2,4,6-tri(propan-2-yl)phenyl]phenyl]phosphane;methanesulfonate;palladium(2+);2-phenylaniline
SMILES
CC(C)C1=CC(=C(C(=C1)C(C)C)C2=C(C=CC(=C2P(C34CC5CC(C3)CC(C5)C4)C67CC8CC(C6)CC(C8)C7)OC)OC)C(C)C.CS(=O)(=O)[O-].C1=CC=C([C-]=C1)C2=CC=CC=C2N.[Pd+2]
InChI
InChI=1S/C43H61O2P.C12H10N.CH4O3S.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;1-5(2,3)4;/h9-10,17-18,25-33H,11-16,19-24H2,1-8H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;-1;;+2/p-1
InChI Key
HACKBGPXGDQHDP-UHFFFAOYSA-M
Melting Point
251-253 °C
Flash Point
Not applicable
Purity
98%
Appearance
Off-white to light yellow powder
Storage
Store at 2-8 °C

Computed Properties

Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
10
Exact Mass
1010.41384 g/mol
Monoisotopic Mass
1010.41384 g/mol
Topological Polar Surface Area
107Ų
Heavy Atom Count
65
Formal Charge
-1
Complexity
1380
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
4
Compound Is Canonicalized
Yes
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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