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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:
14694-95-2
Poids moléculaire :
925.22
Numéro Beilstein :
4581440
Numéro CE :
238-744-5
Numéro MDL:
MFCD00010016
Code UNSPSC :
12161600
ID de substance PubChem :
24852305
Nomenclature NACRES :
NA.22

Niveau de qualité

100

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

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H317,H413

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
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)
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
Afficher tous les articles scientifiques apparentés

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.

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