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Merck
CN

302473

Chlorobis(cyclooctene)rhodium(I),dimer

98%, powder

Synonym(s):

[Rh(coe)2Cl]2

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About This Item

Empirical Formula (Hill Notation):
C32H56Cl2Rh2
CAS Number:
12279-09-3
Molecular Weight:
717.50
UNSPSC Code:
12161600
PubChem Substance ID:
24858255
NACRES:
NA.22
MDL number:
MFCD00013287

Key Documents

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Product Name

Chlorobis(cyclooctene)rhodium(I),dimer, 98%

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

assay

98%

form

powder

reaction suitability

core: rhodium
reagent type: catalyst

mp

190 °C (dec.) (lit.)

Quality Level

100

Related Categories

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
GHS07

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ0929
MKCV3539
MKCR7327
MKCQ3486
MKCP8266

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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)
Jay A Labinger et al.
Nature, 417(6888), 507-514 (2002-05-31)
The selective transformation of ubiquitous but inert C H bonds to other functional groups has far-reaching practical implications, ranging from more efficient strategies for fine chemical synthesis to the replacement of current petrochemical feedstocks by less expensive and more readily
Fumitoshi Kakiuchi et al.
Accounts of chemical research, 35(10), 826-834 (2002-10-16)
The cleavage and addition of ortho C-H bonds in various aromatic compounds such as ketones, esters, imines, imidates, nitrile, and aldehydes to olefins and acetlylenes can be achieved catalytically with the aid of ruthenium catalysts. The reaction is generally highly
Annulation of alkenyl-substituted heterocycles via rhodium-catalyzed intramolecular C-H activated coupling reactions.
K L Tan et al.
Journal of the American Chemical Society, 123(11), 2685-2686 (2001-07-18)
Ru-, Rh-, and Pd-catalyzed C-C bond formation involving C-H activation and addition on unsaturated substrates: reactions and mechanistic aspects.
Vincent Ritleng et al.
Chemical reviews, 102(5), 1731-1770 (2002-05-09)
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Articles

Rhodium Catalyzed Asymmetric Suzuki Related Cross Coupling Reactions

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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