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661708

Sigma-Aldrich

(R)-(−)-COP-OAc Catalyst

95%

Synonym(s):

Di-μ-acetatobis[η5-(R)-(pR)-2-(2′-(4′-methylethyl)oxazolinyl)cyclopentadienyl,1-C,3′-N)(η4-tetraphenylcyclobutadiene)cobalt]dipalladium

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About This Item

Empirical Formula (Hill Notation):
C82H72O6N2Co2Pd2
CAS Number:
Molecular Weight:
1512.17
UNSPSC Code:
12352000
PubChem Substance ID:

assay

95%

mp

241-251 °C (dec.)

SMILES string

[Co].[Co].CC(=O)[O+]1[Pd-][O+]([Pd-]1)C(C)=O.CC(C)[C@@H]2COC(=N2)[C]3[CH][CH][CH][CH]3.CC(C)[C@@H]4COC(=N4)[C]5[CH][CH][CH][CH]5.c6ccc(cc6)[C]7[C]([C]([C]7c8ccccc8)c9ccccc9)c%10ccccc%10.c%11ccc(cc%11)[C]%12[C]([C]([C]%12c%13ccccc%13)c%14ccccc%14)c%15ccccc%15

InChI

1S/2C28H20.2C11H14NO.2C2H3O2.2Co.2Pd/c2*1-5-13-21(14-6-1)25-26(22-15-7-2-8-16-22)28(24-19-11-4-12-20-24)27(25)23-17-9-3-10-18-23;2*1-8(2)10-7-13-11(12-10)9-5-3-4-6-9;2*1-2(3)4;;;;/h2*1-20H;2*3-6,8,10H,7H2,1-2H3;2*1H3;;;;/q;;;;2*+1;;;2*-1/t;;2*10-;;;;;;/m..00....../s1

InChI key

WZRJKKZQBPMZCQ-TWWPWAOZSA-N

Application

Catalyst used for the synthesis of chiral allylic ethers.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Stefan F Kirsch et al.
Organic letters, 9(5), 911-913 (2007-02-06)
[reaction: see text] The reaction of trichloroacetimidate derivatives of (Z)-2-alken-1-ols with phenol nucleophiles in the presence of the palladium(II) catalyst [COP-OAc]2 provides 3-aryloxy-1-alkenes in high yields and high enantiomeric purity (typically 63-90% yield and 90-97% ee). The reaction is exemplified
Ludovic Decultot et al.
Organic letters, 22(14), 5594-5599 (2020-07-07)
The natural nucleoside (+)-sinefungin, structurally similar to cofactor S-adenosyl-l-methionine, inhibits various SAM-dependent methyltransferases (MTs). Access to sinefungin analogues could serve as the basis for the rational design of small molecule methyltransferase inhibitors. We developed a route to the unnatural C9'

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