((S)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)dichloropalladium

Base Information

• Chemical Name: ((S)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)dichloropalladium
• CAS No.: 127593-28-6
• Molecular Formula: C₄₄H₃₂Cl₂P₂Pd
• Molecular Weight: 800.012
• European Community (EC) Number: 621-611-4,631-388-5
• Mol file: 127593-28-6.mol

Synonyms:127593-28-6;115826-95-4;((S)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)dichloropalladium;[(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II) chloride;(S)-BINAP-PdCl2;dichloropalladium;[1-(2-diphenylphosphanylnaphthalen-1-yl)naphthalen-2-yl]-diphenylphosphane;DICHLORO[2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]PALLADIUM(II);[(R)-(+)-2,2/'-BIS(DIPHENYLPHOSPHINO)-1,1/'-BINAPHTHYL]PALLADIUM(II) CHLORIDE;DICHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]PALLADIUM(II);MFCD00075254;(R)-(+)-(2,2-Bis(Diphenylphosphino)-1,1-binaphthyl)palladium(II)chloride;[(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II)chloride;Dichloro[(S)-()-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II);DICHLORO[(S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]PALLADIUM(II);Dichloro[(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II), min. 98%;2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYLPALLADIUM(II) CHLORIDE;SCHEMBL365531;VDHAUMFISVWIRX-UHFFFAOYSA-L;AKOS015914422;AT37026;SC10441;FT-0696080;FT-0696081;F10282;Dichloro[2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II), 97%;[(R)-(+)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II) chloride, 97%;Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II), 97%;PALLADIUM, [(1S)-[1,1'-BINAPHTHALENE]-2,2'-DIYLBIS[DIPHENYLPHOSPHINE-KAPPAP]]DICHLORO-, (SP-4-2)-

Chemical Property of ((S)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)dichloropalladium

Chemical Property:

• Melting Point: >300°C
• PSA: 27.18000
• LogP: 3.18440
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 7
• Exact Mass: 798.03911
• Heavy Atom Count: 49
• Complexity: 800

Purity/Quality:

>98%,Pd13.3 ^*data from raw suppliers

Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II), min. 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=C(C4=CC=CC=C4C=C3)C5=C(C=CC6=CC=CC=C65)P(C7=CC=CC=C7)C8=CC=CC=C8.Cl[Pd]Cl

Technology Process of ((S)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)dichloropalladium

There total 11 articles about ((S)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl)dichloropalladium which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

dichloro bis(acetonitrile) palladium(II) (21264-30-2,90243-59-7,14592-56-4) + (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) (76144-87-1,76189-55-4,76189-56-5,98327-87-8,136655-44-2) → [(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II) chloride (115826-95-4,127593-28-6,253157-79-8)

Guidance literature:

In benzene; at 20 ℃; for 2h;

Reference yield: 97.0%

dichloro(1,5-cyclooctadiene)palladium(II) (12107-56-1) + (S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine) (76144-87-1,76189-55-4,76189-56-5,98327-87-8,136655-44-2) → [(R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]palladium(II) chloride (115826-95-4,127593-28-6,253157-79-8)

Guidance literature:

DOI:10.1016/j.poly.2012.11.016

Reference yield: 91.0%

dichloro bis(acetonitrile) palladium(II) (21264-30-2,90243-59-7,14592-56-4) + (R)-(+)-2,2’-bis(diphenylphosphino)-1,1’-binaphthalene (76189-55-4,76189-56-5,98327-87-8) → [(R)-(+)-1,1‘-binaphthalene-2,2’-diylbis(diphenylphosphane)]palladium(II)chloride (127593-28-6,115826-95-4,253157-79-8)

Guidance literature:

With Et₂O; (N2); heating, refluxing (3 day), concentration; filtration, washing (Et2O), drying (vac.); elem. anal.;

DOI:10.1016/S1381-1169(98)00299-4

upstream raw materials:

dichloro bis(acetonitrile) palladium(II)

(S)-(1,1'-binaphthalene)-2,2'-diylbis(diphenylphosphine)

dichloro(1,5-cyclooctadiene)palladium(II)

(R)-(+)-2,2’-bis(diphenylphosphino)-1,1’-binaphthalene

Downstream raw materials:

[Pd((R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)(H₂O)(triflate)](triflate)

H₂N[2,6-(2,4,6-(i-Pr)₃C₆H₂)₂(C₆H₃)]

Refernces

• 1、 Pomarański, Piotr,Samanta, Sauvik,Roszkowski, Piotr,Maurin, Jan K.,Czarnocki, Zbigniew. "Enantioselective synthesis of axially chiral 3-bromo-4-alkoxy-2,6-dimethyl-5-(naphthalen-1-yl)pyridines via an asymmetric Suzuki–Miyaura cross-coupling reaction". . p. 4713 - 4717. Retrieved 2016/10/03.
• 2、 Verkuijl, Bastiaan J.V.,Schuur, Boelo,Minnaard, Adriaan J.,De Vries, Johannes G.,Feringa, Ben L.. "Chiral separation of substituted phenylalanine analogues using chiral palladium phosphine complexes with enantioselective liquid-liquid extraction". . p. 3045 - 3054. Retrieved 2010/09/06.