bis([2-(2-aminophenyl)phenyl](chloro)palladium); dicyclohexyl({2-[2,4,6-tris(propan-2-yl)phenyl]phenyl})phosphane; dicyclohexyl({3-[2,4,6-tris(propan-2-yl)phenyl]phenyl})phosphane

• ChemBase ID: 136654
• Molecular Formular: C90H118Cl2N2P2Pd2
• Molecular Mass: 1573.606842
• Monoisotopic Mass: 1570.62170241
• SMILES: CC(C)c1cc(c(c(c1)C(C)C)c1cccc(c1)P(C1CCCCC1)C1CCCCC1)C(C)C.CC(C)c1cc(c(c(c1)C(C)C)c1ccccc1P(C1CCCCC1)C1CCCCC1)C(C)C.c1ccc(c(c1)c1ccccc1[Pd]Cl)N.c1ccc(c(c1)c1ccccc1[Pd]Cl)N
• Canonical SMILES: CC(c1cc(C(C)C)c(c(c1)C(C)C)c1ccccc1P(C1CCCCC1)C1CCCCC1)C.CC(c1cc(C(C)C)c(c(c1)C(C)C)c1cccc(c1)P(C1CCCCC1)C1CCCCC1)C.Cl[Pd]c1ccccc1c1ccccc1N.Cl[Pd]c1ccccc1c1ccccc1N
• InChI: InChI=1S/2C33H49P.2C12H10N.2ClH.2Pd/c1-23(2)27-21-31(24(3)4)33(32(22-27)25(5)6)26-14-13-19-30(20-26)34(28-15-9-7-10-16-28)29-17-11-8-12-18-29;1-23(2)26-21-30(24(3)4)33(31(22-26)25(5)6)29-19-13-14-20-32(29)34(27-15-9-7-10-16-27)28-17-11-8-12-18-28;2*13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;;;;/h13-14,19-25,28-29H,7-12,15-18H2,1-6H3;13-14,19-25,27-28H,7-12,15-18H2,1-6H3;2*1-6,8-9H,13H2;2*1H;;/q;;;;;;2*+1/p-2
• InChIKey: HMRJFNBZAWHTGN-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: bis([2-(2-aminophenyl)phenyl](chloro)palladium); dicyclohexyl({2-[2,4,6-tris(propan-2-yl)phenyl]phenyl})phosphane; dicyclohexyl({3-[2,4,6-tris(propan-2-yl)phenyl]phenyl})phosphane
• IUPAC Traditional name: bis([2-(2-aminophenyl)phenyl](chloro)palladium); dicyclohexyl[3-(2,4,6-triisopropylphenyl)phenyl]phosphane; xphos
• Synonyms: 2nd Generation XPhos Precatalyst; X-Phos aminobiphenyl palladium chloride precatalyst; Chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)

Database IDs

• CAS Number: 1310584-14-5
• PubChem SID: 162230924
• PubChem CID: 71309964

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 10.072348
• LogD (pH = 7.4): 10.214795
• Log P: 10.3948
• Molar Refractivity: 151.7063 cm^3
• Polarizability: 61.180386 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 17
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 202-210 °C

Product Information

• Empirical Formula (Hill Notation): C45H59ClNPPd

DETAILS

Sigma Aldrich - 741825

包装
1, 5, 10, 25 g in glass bottle
250 mg in glass bottle
Application
2nd Generation Buchwald Precatalysts
• Widely used for Suzuki-Miyaura cross-coupling reactions1,2,3,4