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Merck
CN

646636

(S)-(+)-COP-Cl Catalyst

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About This Item

Empirical Formula (Hill Notation):
C78H66Cl2Co2N2O2Pd2
CAS Number:
612065-01-7
Molecular Weight:
1464.98
UNSPSC Code:
12352000
PubChem Substance ID:
24883474
MDL number:
MFCD06798109

Key Documents

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InChI

1S/2C28H20.2C11H14NO.2Cl.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;;;;;;/h2*1-20H;2*3-6,8,10H,7H2,1-2H3;;;;;;/q;;;;2*+1;;;2*-1/t;;2*10-;;;;;;/m..00....../s1

SMILES string

[Co].[Co].[Cl+]1[Pd-][Cl+][Pd-]1.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 key

OSHCXJIQKOINDY-TWWPWAOZSA-N

optical activity

[α]20/D +1201°, c = 0.1 in methylene chloride

mp

204-205 °C (lit.)

Application

Catalyst for:
  • Enantioselective allylation of phenols with (E)-allylic alcohols to branched chiral allylic aryl ethers
  • Asymmetric aza-Claisen rearrangement and ring-closing metathesis
Catalyst employed in the rearrangement of allylic trichloracetimidates to allylic amines of high enantiopurity.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
46496HKV
97696EJ
12515AJ
09814LD
13530KC

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Carolyn E Anderson et al.
Journal of the American Chemical Society, 125(41), 12412-12413 (2003-10-09)
COP-Cl catalyzes the rearrangement of (E)-allylic trichloroacetimidates to provide transposed allylic trichloroacetamides of high enantiopurity, a transformation that underlies the first truly practical method for transforming prochiral allylic alcohols to enantioenriched allylic amines and congeners. The high functional group compatibility

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