bis(λ2-cobalt(2+) ion) bis(3-[(4R)-4-(propan-2-yl)-4,5-dihydro-1,3-oxazol-2-yl]cyclopenta-2,4-dien-1-ide) cyclodipalladachlorane-1,3-bis(ylium) bis(tetraphenylcyclobut-3-ene-1,2-diide)

• ChemBase ID: 140600
• Molecular Formular: C78H68Cl2Co2N2O2Pd2
• Molecular Mass: 1466.99912
• Monoisotopic Mass: 1464.13914679
• SMILES: CC(C)[C@@H]1COC(=N1)C1=C[CH-]C=C1.CC(C)[C@@H]1COC(=N1)C1=C[CH-]C=C1.c1ccc(cc1)[C-]1C(=C([C-]1c1ccccc1)c1ccccc1)c1ccccc1.c1ccc(cc1)[C-]1C(=C([C-]1c1ccccc1)c1ccccc1)c1ccccc1.[Cl+]1[Pd][Cl+][Pd]1.[Co+2].[Co+2]
• Canonical SMILES: c1ccc(cc1)[C-]1[C-](c2ccccc2)C(=C1c1ccccc1)c1ccccc1.c1ccc(cc1)[C-]1[C-](c2ccccc2)C(=C1c1ccccc1)c1ccccc1.[Cl+]1[Pd][Cl+][Pd]1.CC([C@@H]1COC(=N1)C1=C[CH-]C=C1)C.CC([C@@H]1COC(=N1)C1=C[CH-]C=C1)C.[Co+2].[Co+2]
• InChI: 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;;;;;;/q2*-2;2*-1;2*+1;2*+2;;/t;;2*10-;;;;;;/m..00....../s1
• InChIKey: GYEAGASZBCFZBU-TWWPWAOZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(λ^2-cobalt(2+) ion) bis(3-[(4R)-4-(propan-2-yl)-4,5-dihydro-1,3-oxazol-2-yl]cyclopenta-2,4-dien-1-ide) cyclodipalladachlorane-1,3-bis(ylium) bis(tetraphenylcyclobut-3-ene-1,2-diide)
• IUPAC Traditional name: bis(λ^2-cobalt(2+) ion) bis(3-[(4R)-4-isopropyl-4,5-dihydro-1,3-oxazol-2-yl]cyclopenta-2,4-dien-1-ide) cyclodipalladachlorane-1,3-bis(ylium) bis(tetraphenylcyclobut-3-ene-1,2-diide)
• Synonyms: Di-μ-chlorobis[η5-(R)-(pR)-2-(2′-(4′-methylethyl)oxazolinyl)cyclopentadienyl,1-C,3′-N)(η4-tetraphenylcyclobutadiene)cobalt]dipalladium; (R)-(-)-COP-Cl Catalyst; [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; (S)-(+)-COP-Cl Catalyst; [双[μ-(氯-κO:κO′)]二钯]双[1,1′,1′′,1′′′-(η4-1,3-环丁二烯-1,2,3,4-四基)四[苯]]双[μ-[(1-η:1,2,3,4,5-η)-2-[(4R)-4,5-二氢-4-(1-甲基乙基)-2-噁唑基-κN3]-2,4-环戊二烯-1-亚基]]二钴; 二-μ-氯双[η5-(R)-(pR)-2-(2′-(4′-甲基乙基)噁唑啉基)环戊二烯基,1-C,3′-N)(η4-四苯基环丁二烯)钴]二钯; (R)-(-)-COP-Cl 催化剂; (S)-(+)-COP-Cl 催化剂

Database IDs

• CAS Number: 612065-01-7; 612065-00-6
• MDL Number: MFCD08705287; MFCD06798109
• PubChem SID: 24883474

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 0.379484
• LogD (pH = 7.4): 0.379484
• Log P: 7.2897964
• Molar Refractivity: 117.5046 cm^3
• Polarizability: 46.03603 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 192-208 °C; 204-205 °C(lit.)
• Optical Rotation: [α]20/D +1201°, c = 0.1 in methylene chloride

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C78H66Cl2Co2N2O2Pd2

DETAILS

Sigma Aldrich - 661791

Application
Catalyst employed in the rearrangement of allylic trichloracetimidates to allylic amines of high enantiopurity.4
Catalyst for:
• Stereoselective allylic substitution of Z-allylic trichloroacetimidates1
• Asymmetric synthesis of allylic thiol derivatives by rearrangement of linear prochiral O-allyl carbamothioates2
• Asymmetric aza-Claisen rearrangement3
• Enantioselective preparation of allylic trichloroacetamides via rearrangement of allylic trichloroacetimidates4
Packaging
100, 500 mg in glass bottle

Sigma Aldrich - 646636

Application
Catalyst employed in the rearrangement of allylic trichloracetimidates to allylic amines of high enantiopurity.3
Catalyst for:
• Enantioselective allylation of phenols with (E)-allylic alcohols to branched chiral allylic aryl ethers1
• Asymmetric aza-Claisen rearrangement and ring-closing metathesis2
Packaging
250 mg in glass bottle