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661058

Methoxy(cyclooctadiene)rhodium(I) dimer

solid

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
UNSPSC Code:
12161600
PubChem Substance ID:
24884497
NACRES:
NA.22
MDL number:
MFCD08457639

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Product Name

Methoxy(cyclooctadiene)rhodium(I) dimer,

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

form

solid

reaction suitability

core: rhodium
reagent type: catalyst

mp

192-225 °C

storage temp.

−20°C

Quality Level

100

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This Item
640360249939302473
Methoxy(cyclooctadiene)rhodium(I) dimer

Sigma-Aldrich

661058

Methoxy(cyclooctadiene)rhodium(I) dimer

Bis(acetonitrile)(1,5-cyclooctadiene)rhodium(I)tetrafluoroborate

Sigma-Aldrich

640360

Bis(acetonitrile)(1,5-cyclooctadiene)rhodium(I)tetrafluoroborate

Bicyclo[2.2.1]hepta-2,5-diene-rhodium(I) chloride dimer 96%

Sigma-Aldrich

249939

Bicyclo[2.2.1]hepta-2,5-diene-rhodium(I) chloride dimer

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

Sigma-Aldrich

302473

Chlorobis(cyclooctene)rhodium(I),dimer

reaction suitability

core: rhodium, reagent type: catalyst

reaction suitability

core: rhodium, reagent type: catalyst

reaction suitability

core: rhodium, reagent type: catalyst

reaction suitability

core: rhodium, reagent type: catalyst

form

solid

form

solid

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

-

storage temp.

-

storage temp.

-

mp

192-225 °C

mp

-

mp

-

mp

190 °C (dec.) (lit.)

Application

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.[1]
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

Storage Class

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
SHBQ9060
SHBP7153
SHBJ7820
SHBC3147V
SHBB4895V

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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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