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205036

Sigma-Aldrich

Tris(triphenylphosphine)rhodium(I) chloride

99.9% trace metals basis

Synonyme(s) :

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

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About This Item

Formule linéaire :
[(C6H5)3P]3RhCl
Numéro CAS:
Poids moléculaire :
925.22
Numéro Beilstein :
4581440
Numéro CE :
Numéro MDL:
Code UNSPSC :
12161600
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Niveau de qualité

Pureté

99.9% trace metals basis

Pertinence de la réaction

core: rhodium
reagent type: catalyst

Chaîne SMILES 

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

Clé InChI

IXAYKDDZKIZSPV-UHFFFAOYSA-M

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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.

Pictogrammes

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Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Aquatic Chronic 4 - Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
Effect of catalytic hydrogenation of cellular lipid and fatty acid on the susceptibility of tumor cells to humoral immune killing.
S I Schlager
Methods in enzymology, 73(Pt B), 191-199 (1981-01-01)

Articles

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.

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.

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.

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.

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