Bis(triphenylphosphine)rhodium carbonyl chloride

Names
Other names

Bis(triphenylphosphine)rhodium(I) carbonyl chloride

Identifiers

CAS Number

* 13938-94-8 Y

3D model (JSmol)

* Interactive image

EC Number |

* 237-712-8

PubChem CID

* 53486327 incorrect structure

UNII |

* 100LRS254G Y

SMILES

* Cl[Rh-2]([P+](c0ccccc0)(c0ccccc0)c0ccccc0)([P+](c0ccccc0)(c0ccccc0)c0ccccc0)=C=O

Properties

Chemical formula

| RhCl(CO)[P(C6H5)3]2
Molar mass | 690.94
Appearance  | yellow solid
Hazards
GHS labelling:

Pictograms

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 [77 °F], 100 kPa).

Infobox references

Chemical compound

Bis(triphenylphosphine)rhodium carbonyl chloride is the organorhodium complex with the formula [RhCl(CO)(PPh3)2]. 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.[1]

## Synthesis and reactions[edit]

Bis(triphenylphosphine)rhodium carbonyl chloride was originally prepared by treating Rh2Cl2(CO)4 with triphenylphosphine.[2] However, it is typically produced by the carbonylation of Wilkinson's catalyst:[3]

RhCl[P(C6H5)3]3 \+ CO → RhCl(CO)[P(C6H5)3]2 \+ P(C6H5)3

In homogeneous catalysis, this conversion is typically an undesirable side-reaction since [RhCl(CO)(PPh3)2] 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)[P(C6H5)3]2 \+ NaBH4 \+ P(C6H5)3 → RhH(CO)[P(C6H5)3]3 \+ NaCl + BH3

## References[edit]

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.

*[CID]: Compound ID
*[H302]: H302: Harmful if swallowed
*[H312]: H312: Harmful in contact with skin
*[H315]: H315: Causes skin irritation
*[H319]: H319: Causes serious eye irritation
*[H332]: H332: Harmful if inhaled
*[P261]: P261: Avoid breathing dust/fume/gas/mist/vapours/spray.
*[P264]: P264: Wash ... thoroughly after handling.
*[P270]: P270: Do not eat, drink or smoke when using this product.
*[P271]: P271: Use only outdoors or in a well-ventilated area.
*[P273]: P273: Avoid release to the environment.
*[P280]: P280: Wear protective gloves/protective clothing/eye protection/face protection.
*[P301+P312]: P301+P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
*[P302+P352]: P302+P352: IF ON SKIN: Wash with soap and water.
*[P304+P312]: P304+P312: IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
*[P304+P340]: P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
*[P305+P351+P338]: P305+P351+P338: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.
*[P312]: P312: Call a POISON CENTER or doctor/physician if you feel unwell.
*[P321]: P321: Specific treatment (see ... on this label).
*[P322]: P322: Specific measures (see ... on this label).
*[P330]: P330: Rinse mouth.
*[P332+P313]: P332+P313: If skin irritation occurs: Get medical advice/attention.
*[P337+P313]: P337+P313: If eye irritation persists: Get medical advice/attention.
*[P362]: P362: Take off contaminated clothing.
*[P363]: P363: Wash contaminated clothing before reuse.
*[P403+P233]: P403+P233: Store in a well ventilated place. Keep container tightly closed.
*[P405]: P405: Store locked up.
*[P501]: P501: Dispose of contents/container to ...