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Sigma-Aldrich

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

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Synonym(s):
Pd(OTf)2(dippp)
Empirical Formula (Hill Notation):
C29H26F6O6P2PdS2
CAS Number:
137846-38-9
Molecular Weight:
817.00
UNSPSC Code:
12352300
PubChem Substance ID:
329767493
NACRES:
NA.22

form

solid

Quality Level

100

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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Classifications

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

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

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