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755761

Diaqua[1,3-bis(diphenylphosphino)propane]palladium(II) bis(tetrafluoroborate)

Name: Diaqua[1,3-bis(diphenylphosphino)propane]palladium(II) bis(tetrafluoroborate)
Brand: ALDRICH

95%

Synonym(s):

[Pd(dppp)(H₂O)₂](BF₄)₂

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About This Item

Empirical Formula (Hill Notation):

C₂₇H₃₀O₂P₂Pd · 2BF₄

CAS Number:

134668-73-8

Molecular Weight:

728.50

UNSPSC Code:

12352300

PubChem Substance ID:

329766139

MDL number:

MFCD22417207

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Properties

assay

95%

form

solid

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, 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

mp

175-200 °C (decomposition)

storage temp.

2-8°C

SMILES string

O.O.[Pd++].F[B-](F)(F)F.F[B-](F)(F)F.C(CP(c1ccccc1)c2ccccc2)CP(c3ccccc3)c4ccccc4

InChI

1S/C27H26P2.2BF4.2H2O.Pd/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27;2*2-1(3,4)5;;;/h1-12,14-21H,13,22-23H2;;;2*1H2;/q;2*-1;;;+2

InChI key

RJHRHADURPIBJJ-UHFFFAOYSA-N

Description

Application

Versatile Palladium precatalyst for cyclization reactions.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number

SHBD1436V

SHBC2300V

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Control of chemoselectivity by counteranions of cationic palladium complexes: a convenient enantioselective synthesis of dihydrocoumarins.

Xiuling Han et al.

Organic letters, 12(1), 108-111 (2009-12-09)

High chemoselectivity for the synthesis of two kinds of substituted coumarins controlled by the counteranions of the cationic palladium catalysts is described. The asymmetric version of the reaction for the synthesis of 3-alkylidene dihydrocoumarins is realized with high enantioselectivity.

Cationic Palladium Complex-Catalyzed Diastereoselective Tandem Annulation of 2-Iminoarylboronic Acids with Substituted Alkynes: Enantioselective Synthesis of Aminoindene Derivatives by Double Asymmetric Induction

Yu, X.; Lu, X.

Advanced Synthesis & Catalysis, 353, 2805-2813 (2011)

Cationic palladium-catalyzed [5 + 2] annulation of 2-acylmethoxyarylboronic acids and allenoates: synthesis of 1-benzoxepine derivatives.

Xufen Yu et al.

The Journal of organic chemistry, 76(15), 6350-6355 (2011-07-13)

The 1-benzoxepine derivatives were synthesized conveniently by cationic palladium-catalyzed [5 + 2] annulation reaction of 2-acylmethoxyarylboronic acids with allenoates in high yields. This annulation involves the intramolecular nucleophilic addition to ketones without the formation of π-allylpalladium species.

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