Chloro(2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl )(2'-amino-1,1'-biphenyl-2-yl)palladium(II)

Product Information

Molecular Formula
C56H42ClNP2Pd
Molecular Weight
932.78
Description
Chloro(2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)(2'-amino-1,1'-biphenyl-2-yl)palladium(II) is a Buchwald second-generation (G2) palladacycle precatalyst featuring a BINAP ligand and a 2'-amino-1,1'-biphenyl-2-yl palladacycle core with a chloride 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 BINAP ligand provides excellent chiral recognition ability in asymmetric reactions. This precatalyst is part of the Buchwald Palladacycle Precatalyst Kit and is used in pharmaceutical synthesis and organic chemistry research.
Synonyms
Binap Pd G2; Chloro[(S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl](2'-amino-1,1'-biphenyl-2-yl)palladium(II); (SP-4-2)-(2'-Amino[1,1'-biphenyl]-2-yl)[1,1'-(1S)-[1,1'-binaphthalene]-2,2'-diylbis[1,1-diphenylphosphine-κP]]chloropalladium; [S-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl](2'-amino-1,1'-biphenyl-2-yl)palladium(II) chloride; S-Binap Palladacycle Gen.2
IUPAC Name
chloropalladium(1+);[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane;2-phenylaniline
SMILES
C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8.C1=CC=C([C-]=C1)C2=CC=CC=C2N.Cl[Pd+]
InChI
InChI=1S/C44H32P2.C12H10N.ClH.Pd/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;;/h1-32H;1-6,8-9H,13H2;1H;/q;-1;;+2/p-1
InChI Key
YUJRYXHMBRLKDI-UHFFFAOYSA-M
Purity
98%
Appearance
Off-white powder
Storage
Store at 2-8 °C, under inert atmosphere
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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