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756482

P(t-Bu)3 Pd G2

solid

Synonym(s):

Chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)] palladium(II)

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About This Item

Empirical Formula (Hill Notation):
C24H37ClNPPd
CAS Number:
1375325-71-5
Molecular Weight:
512.40
UNSPSC Code:
12161600
PubChem Substance ID:
329766544
NACRES:
NA.22
MDL number:
MFCD21608496
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Product Name

P(t-Bu)3 Pd G2,

Quality Segment

100

product line

Buchwald precatalyst Generation 2

form

solid

feature

generation 2

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

mp

167-170 °C (decomposition)

functional group

phosphine

SMILES string

NC1=C(C2=CC=CC=C2[Pd]Cl)C=CC=C1.CC(C)(C)P(C(C)(C)C)C(C)(C)C

InChI

1S/C12H10N.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;;/h1-6,8-9H,13H2;1-9H3;1H;/q;;;+1/p-1

InChI key

ZVSLIOFJVMRWHJ-UHFFFAOYSA-M

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).

Application

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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