936669
DPPF ChemBeads
solid
Synonym(s):
DPPF, 1,1′-Bis(diphenylphosphino)ferrocene ChemBeads, 1,1′-Ferrocenediyl-bis(diphenylphosphine) ChemBeads, 1,1′-Ferrocenediyl-bis(diphenylphosphine), dppf
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About This Item
Empirical Formula (Hill Notation):
C34H28FeP2
CAS Number:
Molecular Weight:
554.38
UNSPSC Code:
12352100
MDL number:
NACRES:
NA.21
Product Name
DPPF ChemBeads,
InChI
1S/2C17H14P.Fe/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;/h2*1-14H;
SMILES string
[Fe].[CH]1[CH][CH][C]([CH]1)P(c2ccccc2)c3ccccc3.[CH]4[CH][CH][C]([CH]4)P(c5ccccc5)c6ccccc6
InChI key
HPXNTHKXCYMIJL-UHFFFAOYSA-N
Quality Level
greener alternative product characteristics
Waste Prevention
Catalysis
Learn more about the Principles of Green Chemistry.
sustainability
Greener Alternative Product
mp
181-182 °C (dec.) (lit.)
greener alternative category
product line
ChemBeads
form
solid
composition
loading, 4-6 wt. %
reaction suitability
reagent type: ligand
General description
We are committed to bringing you Greener Alternative Products, which adhere to one or more of the 12 Principles of Greener Chemistry. ChemBeads are advanced solid-coated beads for high-throughput experimentation in various chemical applications. They enable precise dispensing of solid reagents, allowing researchers to conduct reactions with minimal material use, thus supporting waste prevention and catalysis principles while ensuring accuracy and reproducibility. This technology enhances efficiency and streamlines experimental processes in chemistry. Click here for more information.
The ChemBeads product of the 1,1′-Bis(diphenylphosphino)ferrocene (DPPF) ligand. DPPF is a bis-phosphine ligand bearing two diphenylphosphine moieties with a ferrocene backbone. Loaded on glass beads for use in high-throughput expermentation (HTE).
Application
- DPPF has been used as a ligand in:
- The ruthenium catalyzed N-alkylation of amines and sulfonamides using borrowing hydrogen methodology.[1] (19191700)
- The cooperative Cu/Pd catalyzed borylallenylation of trifluoromethyl-1,3-enynes to generate conjugated bisallenes.[2] (36321461)
- The cooperative Cu/Pd catlyzed borocarbonylation of ethylene.[3] (36226440)
- The gold catalyzed synthesis of 2-phosphoryl indolin-3-ones.[4] (35815915)
- The iron-catalyzed vinylzincation of terminal alkynes.[5] (34935372) ChemBeads are chemical coated glass beads. ChemBeads offer improved flowability and chemical uniformity perfect for automated solid dispensing and high-throughput experimentation. The method of creating ChemBeads uses no other chemicals or surfactants allowing the user to accurately dispense sub-milligram amounts of chemical.
- For general uses, product is also available in powdered form (177261)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Qiang Huang et al.
Journal of the American Chemical Society, 144(1), 515-526 (2021-12-23)
Organozinc reagents are among the most commonly used organometallic reagents in modern synthetic chemistry, and multifunctionalized organozinc reagents can be synthesized from structurally simple, readily available ones by means of alkyne carbozincation. However, this method suffers from poor tolerance for
Shang-Hai Yu et al.
Chemical communications (Cambridge, England), 58(92), 12871-12874 (2022-11-03)
A cooperative Cu/Pd-catalysed borylallenylation of 2-trifluoromethyl-1,3-enynes with propargylic carbonates under mild reaction conditions was developed. This method provides facile and efficient access to conjugated bisallenes with a broad range of functional groups. Both aromatic and aliphatic 1,3-enynes can be utilized
Xingcui Zhou et al.
Chemical communications (Cambridge, England), 58(61), 8568-8571 (2022-07-12)
An efficient gold(I)-catalyzed redox cycloisomerization/nucleophilic addition/reduction reaction of o-nitroalkynes with various H-phosphorus oxides is established. Through the intramolecular redox cyclization of o-nitroalkynes and subsequent intermolecular nucleophilic addition/reduction with no external reactant, a variety of arylphosphoryl and alkylphosphoryl indolin-3-ones with high
M Haniti S A Hamid et al.
Journal of the American Chemical Society, 131(5), 1766-1774 (2009-02-05)
The alkylation of amines by alcohols has been achieved using 0.5 mol % [Ru(p-cymene)Cl(2)](2) with the bidentate phosphines dppf or DPEphos as the catalyst. Primary amines have been converted into secondary amines, and secondary amines into tertiary amines, including the
Yang Yuan et al.
Chemical communications (Cambridge, England), 58(86), 12110-12113 (2022-10-14)
We report here a cooperative Cu/Pd-catalyzed multi-component borocarbonylation of ethylene with aryl iodides. A variety of synthetically useful β-boryl ketones were assembled from the most basic C1 (CO) and C2 (ethylene) building blocks in good yields.
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