λ2-iron(2+) ion (1R,4S)-bicyclo[2.2.1]heptan-2-yl(1S,4R)-bicyclo[2.2.1]heptan-2-ylphosphane chloro({5-[(dimethylamino)methyl]cyclopenta-1,4-dien-3-id-1-yl})palladium cyclopenta-2,4-dien-1-ide

• ChemBase ID: 142023
• Molecular Formular: C27H39ClFeNPPd
• Molecular Mass: 606.297021
• Monoisotopic Mass: 605.08928806
• SMILES: CN(C)CC1=C[CH-]C=C1[Pd]Cl.C1C[C@H]2C[C@@H]1CC2PC1C[C@H]2CC[C@@H]1C2.C1=C[CH-]C=C1.[Fe+2]
• Canonical SMILES: C1C[C@H]2C[C@@H]1CC2PC1C[C@@H]2C[C@H]1CC2.[CH-]1C=CC=C1.Cl[Pd]C1=C[CH-]C=C1CN(C)C.[Fe+2]
• InChI: InChI=1S/C14H23P.C8H11N.C5H5.ClH.Fe.Pd/c1-3-11-5-9(1)7-13(11)15-14-8-10-2-4-12(14)6-10;1-9(2)7-8-5-3-4-6-8;1-2-4-5-3-1;;;/h9-15H,1-8H2;3-5H,7H2,1-2H3;1-5H;1H;;/q;2*-1;;+2;+1/p-1/t9-,10+,11+,12-,13?,14?
• InChIKey: DUXRKVIPWWPBBE-HHYUVNRKSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^2-iron(2+) ion (1R,4S)-bicyclo[2.2.1]heptan-2-yl(1S,4R)-bicyclo[2.2.1]heptan-2-ylphosphane chloro({5-[(dimethylamino)methyl]cyclopenta-1,4-dien-3-id-1-yl})palladium cyclopenta-2,4-dien-1-ide
• IUPAC Traditional name: λ^2-iron(2+) ion (1R,4S)-bicyclo[2.2.1]heptan-2-yl(1S,4R)-bicyclo[2.2.1]heptan-2-ylphosphane chloro({5-[(dimethylamino)methyl]cyclopenta-1,4-dien-3-id-1-yl})palladium cyclopentadienide
• Synonyms: SK-CC02-A; Chloro-2-(dimethylaminomethyl)-ferrocen-1-yl-(dinorbornylphosphine)palladium; 2-(Dimethylaminomethyl)ferrocen-1-yl-palladium(II) chloride Dinorbornylphosphine Complex; 氯-2-(二甲胺基甲基)-二茂铁-1-基-(二降冰片聚膦)钯; 氯化(二-2-降冰片聚膦)(2-二甲基氨甲基二茂铁-1-基)钯(II)

Database IDs

• CAS Number: 614753-51-4
• MDL Number: MFCD05861622
• PubChem SID: 24868310

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.8497508
• LogD (pH = 7.4): 2.865986
• Log P: 2.8662
• Molar Refractivity: 64.5574 cm^3
• Polarizability: 26.329254 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: ~156 °C; ~156 °C (dec.)

Safety Information

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

Product Information

• Purity: ≥97.0% (C)
• Empirical Formula (Hill Notation): C27H39ClFeNPPd

DETAILS

Sigma Aldrich - 44696

General description
sold in collaboration with Solvias AG
Other Notes
Catalyst for CN and CC coupling, especially Buchwald-Hartwig Amination; Heck and Suzuki coupling reactions are also possible. The catalyst is stable to air
Packaging
1 g in glass bottle
250 mg in glass bottle