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Chlorobis(ethylene)rhodium dimer

Chlorobis(ethylene)rhodium dimer is an organorhodium compound with the formula Rh2Cl2(C2H4)4. It is a red-orange solid that is soluble in nonpolar organic solvents. The molecule consists of two bridging chloride ligands and four ethylene ligands. The ethylene ligands are labile and readily displaced even by other alkenes. A variety of homogeneous catalysts have been prepared from this complex.[1][2]

Chlorobis(ethylene)rhodium dimer
Identifiers
  • 12081-16-2
3D model (JSmol)
  • Interactive image
ChemSpider
  • 21241609
ECHA InfoCard 100.031.938
EC Number
  • 235-145-0
  • 45357812
UNII
  • JF3CSZ2DN6 Y
  • DTXSID80923566
  • InChI=1S/4C2H4.2ClH.2Rh/c4*1-2;;;;/h4*1-2H2;2*1H;;/p-2
    Key: QPOCZCJMFQWGSP-UHFFFAOYSA-L
  • C=C.C=C.C=C.C=C.[Cl-].[Cl-].[Rh].[Rh]
Properties
C8H16Cl2Rh2
Molar mass 388.93
Appearance red solid
Hazards
GHS labelling:
Warning
H315, H319
P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, P362
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Preparation and reactions edit

The complex is prepared by treating an aqueous methanolic solution of hydrated rhodium trichloride with ethylene at room temperature. Rh(III) is reduced with oxidation of ethylene to acetaldehyde:

2 RhCl3(H2O)3 + 6 C2H4 → Rh2Cl2(C2H4)4 + 2 CH3CHO + 4 HCl + 4 H2O

Reflecting the lability of its ligands, the complex does not tolerate recrystallization.[3]

The complex reacts slowly with water to give acetaldehyde. With HCl, it gives RhCl2(C2H2)2. Rh2Cl2(C2H4)4 catalyzes the dimerization of ethylene to 1-butene.

Carbonylation affords rhodium carbonyl chloride. Treatment with acetylacetone and aqueous KOH gives Rh(acac)(C2H4)2.

References edit

  1. ^ Hayashi, Tamio; Takahashi, Makoto; Takaya, Yoshiaki; Ogasawara, Masamichi "Catalytic Cycle of Rhodium-Catalyzed Asymmetric 1,4-Addition of Organoboronic Acids. Arylrhodium, Oxa-π-allylrhodium, and Hydroxorhodium Intermediates" Journal of the American Chemical Society 2002, vol. 124, pp. 5052-5058.doi:10.1021/ja012711i
  2. ^ Neely, Jamie M. (2014). "chlorobis(ethylene)rhodium(I) dimer". E-EROS Encyclopedia of Reagents for Organic Synthesis: 1–6. doi:10.1002/047084289X.rn01715. ISBN 9780470842898.
  3. ^ Richard Cramer "Di-μ-chlorotetrakis(ethylene)dirhodium(I), 2,4-pentanedionatobis(ethylene)rhodium(I), and di-μ-chlorotetracarbonyldirhodium(I)" Inorganic Syntheses 1974, vol. 15, pp. 14-18.. doi:10.1002/9780470132463.ch4

chlorobis, ethylene, rhodium, dimer, organorhodium, compound, with, formula, rh2cl2, c2h4, orange, solid, that, soluble, nonpolar, organic, solvents, molecule, consists, bridging, chloride, ligands, four, ethylene, ligands, ethylene, ligands, labile, readily, . Chlorobis ethylene rhodium dimer is an organorhodium compound with the formula Rh2Cl2 C2H4 4 It is a red orange solid that is soluble in nonpolar organic solvents The molecule consists of two bridging chloride ligands and four ethylene ligands The ethylene ligands are labile and readily displaced even by other alkenes A variety of homogeneous catalysts have been prepared from this complex 1 2 Chlorobis ethylene rhodium dimer IdentifiersCAS Number 12081 16 23D model JSmol Interactive imageChemSpider 21241609ECHA InfoCard 100 031 938EC Number 235 145 0PubChem CID 45357812UNII JF3CSZ2DN6 YCompTox Dashboard EPA DTXSID80923566InChI InChI 1S 4C2H4 2ClH 2Rh c4 1 2 h4 1 2H2 2 1H p 2Key QPOCZCJMFQWGSP UHFFFAOYSA LSMILES C C C C C C C C Cl Cl Rh Rh PropertiesChemical formula C8H16Cl2Rh2Molar mass 388 93Appearance red solidHazardsGHS labelling PictogramsSignal word WarningHazard statements H315 H319Precautionary statements P264 P280 P302 P352 P305 P351 P338 P321 P332 P313 P337 P313 P362Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesPreparation and reactions editThe complex is prepared by treating an aqueous methanolic solution of hydrated rhodium trichloride with ethylene at room temperature Rh III is reduced with oxidation of ethylene to acetaldehyde 2 RhCl3 H2O 3 6 C2H4 Rh2Cl2 C2H4 4 2 CH3CHO 4 HCl 4 H2OReflecting the lability of its ligands the complex does not tolerate recrystallization 3 The complex reacts slowly with water to give acetaldehyde With HCl it gives RhCl2 C2H2 2 Rh2Cl2 C2H4 4 catalyzes the dimerization of ethylene to 1 butene Carbonylation affords rhodium carbonyl chloride Treatment with acetylacetone and aqueous KOH gives Rh acac C2H4 2 References edit Hayashi Tamio Takahashi Makoto Takaya Yoshiaki Ogasawara Masamichi Catalytic Cycle of Rhodium Catalyzed Asymmetric 1 4 Addition of Organoboronic Acids Arylrhodium Oxa p allylrhodium and Hydroxorhodium Intermediates Journal of the American Chemical Society 2002 vol 124 pp 5052 5058 doi 10 1021 ja012711i Neely Jamie M 2014 chlorobis ethylene rhodium I dimer E EROS Encyclopedia of Reagents for Organic Synthesis 1 6 doi 10 1002 047084289X rn01715 ISBN 9780470842898 Richard Cramer Di m chlorotetrakis ethylene dirhodium I 2 4 pentanedionatobis ethylene rhodium I and di m chlorotetracarbonyldirhodium I Inorganic Syntheses 1974 vol 15 pp 14 18 doi 10 1002 9780470132463 ch4 Retrieved from https en wikipedia org w index php title Chlorobis ethylene rhodium dimer amp oldid 1106633052, wikipedia, wiki, book, books, library,

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