Tris(triphenylphosphine)chlororhodium, CAS No. 14694-95-2

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14694-95-2

Catalog No. EBD42369

CAS 14694-95-2

Name Tris(triphenylphosphine)chlororhodium

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Basic Information

Synonyms: Wilkinsonscatalyst chlorotris(triphenylphosphine)rhodium(i) tris(tripehnylphosphine)rhodium(i)chloride [tristriphenylphosphine)rhodium(i)chloride] wilkinsoncatalyst tris(triphenylphosphine)rhodium(i)chloridepolymerbound tris(triphenylphosphine)rhodium(1)chloride rhodium(i)tris(triphenylphosphine)chloride rhodiumtris(triphenyl-phosphine)chloride decarbon chlorotris(triphenylphosphine)rhodate(i) rhodium(i)tris(triphenylphosphine)chloridepolymersupported,wilkinsonscatalystpolymersupported chlorotris(triphenylphosphine)rhodium tris(triphenylphosphine)rhodiumichloride Tris(triphenylphosphine)chlororhodium phosphine,triphenyl-,chloride,rhodiumsalt(3:1) chlororhodium,triphenylphosphane Tris(triphenylphosphine)rhodium(I)chloride Wilkinson'scatalyst [tristriphenylphosphine)rhodium(i)ch

Molecular Formula: C54H45ClP3Rh

Molecular Weight: 925.21

MDL Number: MFCD00010016

Categories: Synthetic Chemistry > Catalysts and Ligands > Metal-Ligand Complexes Synthetic Chemistry > Organometallic Reagents > Other Organometallic Reagents

Product Description:

Tris(triphenylphosphine)chlororhodium(I), commonly known as Wilkinson's catalyst, is an organometallic complex with the formula RhCl(PPh₃)₃. It is a red-violet crystalline solid that is soluble in common organic solvents such as benzene and dichloromethane. This complex is one of the most famous and historically significant homogeneous catalysts. Its primary and most celebrated application is as a highly efficient homogeneous hydrogenation catalyst for alkenes and alkynes under mild conditions (room temperature and pressure). The mechanism involves the oxidative addition of H₂ to the Rh(I) center, followed by alkene coordination, migratory insertion, and reductive elimination to yield the saturated product. Beyond hydrogenation, it is also widely used in hydroboration, hydrosilylation, and various carbon-carbon bond-forming reactions in organic synthesis and industrial processes. Due to its air sensitivity, it is typically handled under an inert atmosphere (nitrogen or argon). It serves as a versatile precursor for generating other rhodium complexes and catalysts in situ. Its discovery by Geoffrey Wilkinson in the 1960s was pivotal for the development of homogeneous catalysis and organometallic chemistry, earning him a share of the Nobel Prize in Chemistry in 1973.

Physical Properties

Melting Point: 245-250 °C (dec.)

Boiling Point: >170°C

Solubility: insoluble

Storage: 2-8°C

Analytical Data

Appearance: magenta crystals