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Bis(triphenylphosphine)rhodium carbonyl chloride

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Bis(triphenylphosphine)rhodium carbonyl chloride
Names
Other names Bis(triphenylphosphine)rhodium(I) carbonyl chloride
Identifiers
CAS Number
3D model (JSmol)
EC Number
  • 237-712-8
PubChem CID
UNII
InChI
  • InChI=1S/2C18H15P.CO.ClH.Rh/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-2;;/h2*1-15H;;1H;/p-1Key: RMJBMLFXJWHQJH-UHFFFAOYSA-M
SMILES
  • #.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3..
Properties
Chemical formula RhCl(CO)2
Molar mass 690.94
Appearance yellow solid
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
Signal word Warning
Hazard statements H302, H312, H315, H319, H332
Precautionary statements P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Bis(triphenylphosphine)rhodium carbonyl chloride is the organorhodium complex with the formula . This complex of rhodium(I) is a bright yellow, air-stable solid. It is the Rh analogue of Vaska's complex, the corresponding iridium complex. With regards to its structure, the complex is square planar with mutually trans triphenylphosphine (PPh3) ligands. The complex is a versatile homogeneous catalyst.

Synthesis and reactions

Bis(triphenylphosphine)rhodium carbonyl chloride was originally prepared by treating Rh2Cl2(CO)4 with triphenylphosphine. However, it is typically produced by the carbonylation of Wilkinson's catalyst:

RhCl3 + CO → RhCl(CO)2 + P(C6H5)3

In homogeneous catalysis, this conversion is typically an undesirable side-reaction since is a poor hydrogenation catalyst.

Bis(triphenylphosphine)rhodium carbonyl chloride is the precursor to tris(triphenylphosphine)rhodium carbonyl hydride, an important catalyst for hydroformylation.

RhCl(CO)2 + NaBH4 + P(C6H5)3 → RhH(CO)3 + NaCl + BH3

References

  1. Kikukawa, Kiyoshi; Westcott, Stephen A.; Croatt, Mitchell P.; Williams, Travis J.; Wender, Paul A.; Li, Yiming; Jiang, Xuefeng (2015). "Carbonyl(chloro)bis(triphenylphosphine)rhodium(I)". e-EROS Encyclopedia of Reagents for Organic Synthesis. pp. 1–22. doi:10.1002/047084289X.rc021.pub3. ISBN 978-0-470-84289-8.
  2. Vallarino, L. (1957). "Carbonyl Complexes of Rhodium. I. Complexes with Triarylphosphines, Triarylarsines, and Triarylstibines". Journal of the Chemical Society: 2287–92. doi:10.1039/jr9570002287.
  3. D. Evans; J. A. Osborn; G. Wilkinson (2007). "Trans -Carbonylchlorobis(Triphenyl-Phosphine)Rhodium and Related Complexes". trans-Carbonylchlorobis(Triphenylphosphine)Rhodium and Related Complexes. Inorganic Syntheses. Vol. 28. pp. 79–80. doi:10.1002/9780470132593.ch18. ISBN 978-0-470-13259-3.
Rhodium compounds
Rh(0)
Organorhodium(0) compounds
Rh(I)
Organorhodium(I) compounds
Rh(II)
Organorhodium(II) compunds
Rh(III)
Organorhodium(III) compunds
  • ((CH3)5C5RhCl2)2
  • Rh(O2C5H7)3
    • Rh(IV)
    Rh(V)
    Rh(VI)
    Categories: