Skip to Content
Merck
All Photos(3)

Documents

205036

Sigma-Aldrich

Tris(triphenylphosphine)rhodium(I) chloride

99.9% trace metals basis

Synonym(s):

NSC 124140, RhCl(PPh3)3, Rhodium(I) tris(triphenylphosphine) chloride, Wilkinson’s catalyst

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
[(C6H5)3P]3RhCl
CAS Number:
14694-95-2
Molecular Weight:
925.22
Beilstein:
4581440
EC Number:
238-744-5
MDL number:
MFCD00010016
UNSPSC Code:
12161600
PubChem Substance ID:
24852305
NACRES:
NA.22

Quality Level

100

Assay

99.9% trace metals basis

reaction suitability

core: rhodium
reagent type: catalyst

SMILES string

Cl[Rh].c1ccc(cc1)P(c2ccccc2)c3ccccc3.c4ccc(cc4)P(c5ccccc5)c6ccccc6.c7ccc(cc7)P(c8ccccc8)c9ccccc9

InChI

1S/3C18H15P.ClH.Rh/c3*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;/h3*1-15H;1H;/q;;;;+1/p-1

InChI key

IXAYKDDZKIZSPV-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

Application

Hydrosilylation Catalysts

Catalyst used for many organic reactions including:
  • Chemoselective allylic alkylations
  • Stoichiometric activation of Si-H bonds and hydrosilylations
  • Inter- and intramolecular hydroacylation of alkenes along with a cocatalyst
  • Polymerization of diorganostannanes
Useful catalyst for the efficient cross-coupling of activated alkenyl tosylates with arylboronic acids. Also used to catalyze the cleavage of allyl phenolic ethers to phenols with DABCO.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317,H413

Hazard Classifications

Aquatic Chronic 4 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

European Journal of Organic Chemistry, 5260-5260 (2006)
Sonsoles Rodriguez Aristegui et al.
Organic letters, 8(26), 5927-5929 (2006-12-15)
[Structure: see text] 2-morpholin-4-yl-4-oxo-4H-chromen-8-yl 2,2,2-trifluoromethanesulfonate is a key intermediate for the synthesis of the DNA-dependent protein kinase (DNA-PK) inhibitor 8-dibenzothiophen-4-yl-2-morpholin-4-yl-chromen-4-one (NU7441). Two improved methods for the synthesis of this triflate have been developed: (A) in 35% overall yield, through modification
V P Shevchenko et al.
Bioorganicheskaia khimiia, 36(2), 283-288 (2010-06-10)
1,2-Tritium-labeled 3-(O-carboxypropyl)- and 3-(O-carbomethoxypropyl)-oximes of 6alpha-methyl-16alpha,17alpha-cyclohexanopregn-4-ene-3,20-diones were obtained by the homogeneous catalytic hydrogenation of 1,2-dehydroprecursors with gaseous tritium and the subsequent separation of the resulting mixtures by HPLC. The specific radioactivities of 50-55 Ci/mmol were prepared using tris-(triphenylphosphine)-rhodium chloride.
P Andrew Evans et al.
Journal of the American Chemical Society, 124(30), 8782-8783 (2002-07-26)
Transition metal-catalyzed cycloaddition reactions represent powerful methods for the construction of complex polycyclic systems. We have developed a new intermolecular metal-catalyzed [4 + 2 + 2] cycloaddition of heteroatom-tethered enyne derivatives with 1,3-butadiene. This study demonstrates that excellent selectivity can
Johannes Kiefer et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 9(15), 2207-2213 (2008-09-16)
Homogeneous catalysis in room-temperature ionic liquids (ILs) constitutes a most interesting field of research with high potential in technical applications. As concerns the hydrogenation of unsaturated hydrocarbons, Wilkinson's compound RhCl(PPh(3))(3) represents a catalyst that provides high selectivity and activity. Herein
View All Related Papers

Articles

Rhodium Catalyzed Asymmetric Suzuki Related Cross Coupling Reactions

Discover the role of boronic acids in enantioenriched C(sp2)–C(sp2) product synthesis, specifically the rhodium-catalyzed Suzuki–Miyaura-type arylations of allylic halides and cyclobutenes.

Rhodium Catalyzed Asymmetric Suzuki Related Cross Coupling Reactions

Discover the role of boronic acids in enantioenriched C(sp2)–C(sp2) product synthesis, specifically the rhodium-catalyzed Suzuki–Miyaura-type arylations of allylic halides and cyclobutenes.

Rhodium Catalyzed Asymmetric Suzuki Related Cross Coupling Reactions

Discover the role of boronic acids in enantioenriched C(sp2)–C(sp2) product synthesis, specifically the rhodium-catalyzed Suzuki–Miyaura-type arylations of allylic halides and cyclobutenes.

Rhodium Catalyzed Asymmetric Suzuki Related Cross Coupling Reactions

Discover the role of boronic acids in enantioenriched C(sp2)–C(sp2) product synthesis, specifically the rhodium-catalyzed Suzuki–Miyaura-type arylations of allylic halides and cyclobutenes.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service