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Merck

302473

Sigma-Aldrich

Chlorobis(cyclooctene)rhodium(I),dimer

98%

Sinónimos:

[Rh(coe)2Cl]2

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About This Item

Fórmula empírica (notación de Hill):
C32H56Cl2Rh2
Número de CAS:
Peso molecular:
717.50
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

powder

reaction suitability

core: rhodium
reagent type: catalyst

mp

190 °C (dec.) (lit.)

SMILES string

Cl[Rh].Cl[Rh].C1CCCC=CCC1.C2CCCC=CCC2.C3CCCC=CCC3.C4CCCC=CCC4

InChI

1S/4C8H14.2ClH.2Rh/c4*1-2-4-6-8-7-5-3-1;;;;/h4*1-2H,3-8H2;2*1H;;/q;;;;;;2*+1/p-2/b4*2-1-;;;;

InChI key

GQPAPAIPOLEZHT-XFCUKONHSA-L

Application

Chlorobis(cyclooctene)rhodium(I),dimer can be used as a catalyst:
  • To synthesize enantioenriched gem-diaryl sulfonates by asymmetric 1,4-addition of aryl boronic acids to α,β-unsaturated sulfonyl compounds.
  • In direct C-arylation of N-unprotected indoles and pyrroles.
  • In the carboxylation of arenes via C-H bond activation.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

Chiral Phosphite-Olefin Ligands: Application in Rh-Catalyzed Asymmetric 1, 4-Addition of Arylboronic Acids to beta-Aryl-alpha, beta-unsaturated Sulfonates
Yue-Na Y and Ming-Hua X
Acta Chimica Sinica , 72(7), 815-819 (2014)
Direct C-arylation of free (NH)-indoles and pyrroles catalyzed by Ar- Rh (III) complexes assembled in situ
Wang X, et al.
Journal of the American Chemical Society, 127(14), 4996-4997 (2005)
Rhodium-catalyzed C-C bond cleavage reactions-an update
Korotvicka A, et al.
Current Organic Chemistry, 16(10), 1170-1214 (2012)
Substrate control of stereoselection in the rhodium (I) catalyzed intramolecular [4+ 2] cycloaddition reaction
O'Mahony DJR, et al.
Organic & Biomolecular Chemistry, 1(12), 2038-2040 (2003)
Rhodium (I)-catalyzed direct carboxylation of arenes with CO2 via chelation-assisted C- H bond activation
Mizuno H, et al.
Journal of the American Chemical Society, 133(5), 1251-1253 (2011)

Artículos

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.

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.

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.

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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