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Chloro[(tri-tert-butylphosphine)-2-(2-aMinobiphenyl)]palladiuM(II)

Product NameChloro[(tri-tert-butylphosphine)-2-(2-aMinobiphenyl)]palladiuM(II)
CAS1375325-71-5
MFC24H37ClNPPd
MW512.41
EINECS
MOL File1375325-71-5.mol

Chemical Properties

Melting point	158-160°C
form	Powder
color	yellow
InChI	InChI=1S/C12H9N.C12H27P.ClH.Pd/c13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-10(2,3)13(11(4,5)6)12(7,8)9;;/h1-6,8-9,13H;1-9H3;1H;/q-2;;;+2
InChIKey	CCFGXRYKSYUWKT-UHFFFAOYSA-N
SMILES	P([Pd+2]1(NC2=CC=CC=C2C2=CC=CC=[C-]12)[Cl-])(C(C)(C)C)(C(C)(C)C)C(C)(C)C

Safety Information

WGK Germany	3
HS Code	2931.90.6000

Usage And Synthesis

Physical Form

Light yellow to Amber to Dark green powder to crystal.

Reaction

Catalyst for the Suzuki Coupling of brominated 2,1-borazaronaphthalenes and potassium organotrifluoroborates. Reactions of 1375325-71-5

Uses

P(t-Bu)₃ Pd G2 (Chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)] palladium(II), Pd/P(t-Bu)₃) may be used as catalyst in the following studies:

Synthesis of sterically hindered biaryls (tetra-ortho-substituted), via cross-coupling reactions of aryl chlorides.
Stille cross-couplings reactions of aryl chloride.
Synthesis of chloropeptin I, via Stille cross-coupling reaction.
Heck reaction.
Negishi cross-coupling reactions.

Application

Catalyst for the Suzuki Coupling of brominated 2,1-borazaronaphthalenes and potassium organotrifluoroborates.

General Description

P(t-Bu)₃ Pd G2 (Chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)] palladium(II)) is a second generation (G2) precatalyst containing a biphenyl-based ligand. Product participates in various palladium catalyzed cross-coupling reactions, C-C, C-N and C-O bond formation reactions, and Suzuki-Miyaura coupling reactions. It generates active Pd catalyst at room temperature in the presence of weak phosphate or carbonate bases. It has been proposed as an active catalyst for use in Stille reactions of aryl halides (bromides and chlorides).

reaction suitability

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst
reaction type: Cross Couplings

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