Merck
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661791

Sigma-Aldrich

(R)-(−)-COP-Cl Catalyst

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Synonym(s):
Di-μ-chlorobis[η5-(R)-(pR)-2-(2′-(4′-methylethyl)oxazolinyl)cyclopentadienyl,1-C,3′-N)(η4-tetraphenylcyclobutadiene)cobalt]dipalladium, [Bis[μ-(chloro-κO:κO′)]dipalladium]bis[1,1′,1′′,1′′′-(η4-1,3-cyclobutadiene-1,2,3,4-tetrayl) tetrakis[benzene]]bis[μ-[(1-η:1,2,3,4,5-η)-2-[(4R)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl-κN3]-2,4-cyclopentadien-1-ylidene]]dicobalt
Empirical Formula (Hill Notation):
C78H66Cl2Co2N2O2Pd2
CAS Number:
612065-00-6
Molecular Weight:
1464.98
MDL number:
MFCD08705287
PubChem Substance ID:
329760216

mp

192-208 °C

SMILES string

[Co].[Co].Cl[Pd].Cl[Pd].CC(C)[C@@H]1COC(=N1)[C]2[CH][CH][CH][CH]2.CC(C)[C@@H]3COC(=N3)[C]4[CH][CH][CH][CH]4.c5ccc(cc5)[C]6[C]([C]([C]6c7ccccc7)c8ccccc8)c9ccccc9.c%10ccc(cc%10)[C]%11[C]([C]([C]%11c%12ccccc%12)c%13ccccc%13)c%14ccccc%14

InChI

1S/2C28H20.2C11H14NO.2ClH.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;2*1H;;;;/q;;;;;;;;2*+1/p-2/t;;2*10-;;;;;;/m..00....../s1

Inchi Key

FZRXGVGWPCMPTJ-TWWPWAOZSA-L

Application

Catalyst for:
  • Stereoselective allylic substitution of Z-allylic trichloroacetimidates
  • Asymmetric synthesis of allylic thiol derivatives by rearrangement of linear prochiral O-allyl carbamothioates
  • Asymmetric aza-Claisen rearrangement
  • Enantioselective preparation of allylic trichloroacetamides via rearrangement of allylic trichloroacetimidates
Catalyst employed in the rearrangement of allylic trichloracetimidates to allylic amines of high enantiopurity.

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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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