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661058

Sigma-Aldrich

Methoxy(cyclooctadiene)rhodium(I) dimer

Synonym(s):

[Rh(OMe)(1,5-cod)]2

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About This Item

Empirical Formula (Hill Notation):
C18H30O2Rh2
CAS Number:
12148-72-0
Molecular Weight:
484.24
MDL number:
MFCD08457639
UNSPSC Code:
12352300
PubChem Substance ID:
24884497
NACRES:
NA.22

form

solid

Quality Level

100

reaction suitability

core: rhodium
reagent type: catalyst

mp

192-225 °C

storage temp.

−20°C

SMILES string

CO[Rh].CO[Rh].C1CC=CCCC=C1.C2CC=CCCC=C2

InChI

1S/2C8H12.2CH3O.2Rh/c2*1-2-4-6-8-7-5-3-1;2*1-2;;/h2*1-2,7-8H,3-6H2;2*1H3;;/q;;2*-1;2*+1/b2*2-1-,8-7-;;;;

InChI key

BDQMDBOKWREKIT-MIXQCLKLSA-N

Related Categories

Application

Efficient and Selective Catalysts for Asymmetric Synthesis
Precursor for organorhodium(I) species, catalyst for cascade1,4-addition-aldol reaction, 1,4-addition of alcohols, and hydroformylation
Rhodium catalyst employed in the cyclization of cyano-substituted unsaturated esters in the presence of aryl 9-BBN leading to 5- and 6-membered β-enamino esters.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

661058-1G:4.548173923055E12
661058-250MG:4.548173923062E12

Certificates of Analysis (COA)

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Farnworth, M. V.; Cross, M. J.; Louie, J.
Tetrahedron Letters, 45, 7441-7441 (2004)
Tomoya Miura et al.
Organic letters, 9(5), 741-743 (2007-02-08)
[reaction: see text] Unsaturated esters possessing a pendent cyano moiety react with B-Ar-9-BBNs in the presence of a rhodium(I) catalyst to give the five- and six-membered beta-enamino esters in good yield. An (oxa-pi-allyl)rhodium(I) intermediate, formed by initial conjugate addition of
Kazuhiro Yoshida et al.
Journal of the American Chemical Society, 124(37), 10984-10985 (2002-09-13)
The reaction of 9-aryl-9-borabicyclo[3.3.1]nonanes (B-Ar-9BBN) with alpha,beta-unsaturated ketones and aldehydes in the presence of 3 mol % [Rh(OMe)(cod)](2) in toluene at 20 degrees C for 2 h gave high yields of the tandem 1,4-addition-aldol reaction products with high syn selectivity.

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