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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:
12161600
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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBJ7820
SHBC3147V
SHBB4895V
12228AJ
07226MD

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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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