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771384

Sigma-Aldrich

[1,3-Bis(diphenylphosphino)propane]palladium(II) triflate

Synonym(s):

Pd(OTf)2(dippp)

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About This Item

Empirical Formula (Hill Notation):
C29H26F6O6P2PdS2
CAS Number:
Molecular Weight:
817.00
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

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

169-183 °C

SMILES string

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

InChI

1S/C27H26P2.2CHF3O3S.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)8(5,6)7;/h1-12,14-21H,13,22-23H2;2*(H,5,6,7);/q;;;+2/p-2

InChI key

MIGUMLGJSGTNOK-UHFFFAOYSA-L

Application

[1,3-Bis(diphenylphosphino)propane]palladium(II) triflate can be used as a catalyst to synthesize phenanthridines by the reaction between 2-halogeno-N-Ms arylamines and benzyl halides/sulfonates via nucleophilic substitution followed by C-H functionalization and aromatization reaction.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Recent Trends in the Synthesis and Mechanistic Implications of Phenanthridines
Talukdar V, et al.
Advanced Synthesis & Catalysis (2021)
Recent Trends in the Synthesis and Mechanistic Implications of Phenanthridines
Talukdar V, et al.
advanced synthesis and catalysis (2021)

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