217189-40-7

Basic information

• Product Name: 2(BIS(2 4DI-T-BU-PHENOXY)PHOSPHINOOXY)3
• Synonyms: 2(BIS(2 4DI-T-BU-PHENOXY)PHOSPHINOOXY)3;bis[2-(bis(2,4-di-tert-butylphenoxy)phosphino-κp-oxy)-3,5-di-tert-butylphenyl-κc]di-μ-chloro-dipalladium;di-chlorobis(tri(2,4-di-tert-butylphenyl)phosphite-2-C,P)dipalladium(II) Suzuki and Stille couplings of aryl bromides and iodides.;Bedford Catalyst, Bis[2-(bis(2,4-di-tert-butylphenoxy)phosphino-KP-oxy)-3,5-di-tert-butylphenyl-KC]di--chloro-dipalladium;di-.mu.-chlorobis(tri(2,4-di-tert-butylphenyl)phosphite-2-C,P)dipalladium (II);[2-bis(2,4-ditert-butylphenoxy)phosphanyloxy-3,5-ditert-butyl-phenyl]-chloro-palladium
• CAS NO: 217189-40-7
• Molecular Formula: C₈₄H₁₂₄Cl₂O₆P₂Pd₂
• Molecular Weight: 1575.59
• Mol File: 217189-40-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2(BIS(2 4DI-T-BU-PHENOXY)PHOSPHINOOXY)3(CAS DataBase Reference)
• NIST Chemistry Reference: 2(BIS(2 4DI-T-BU-PHENOXY)PHOSPHINOOXY)3(217189-40-7)
• EPA Substance Registry System: 2(BIS(2 4DI-T-BU-PHENOXY)PHOSPHINOOXY)3(217189-40-7)

Safety Data

• Hazard Codes: Xn
• WGK Germany: 3
• F: 1-10
• Hazardous Substances Data: 217189-40-7(Hazardous Substances Data)

Usage

InChI:InChI=1/2C42H62O3P.2ClH.2Pd/c2*1-37(2,3)28-19-22-34(31(25-28)40(10,11)12)43-46(44-35-23-20-29(38(4,5)6)26-32(35)41(13,14)15)45-36-24-21-30(39(7,8)9)27-33(36)42(16,17)18;;;;/h2*19-23,25-27H,1-18H3;2*1H;;/q;;;;2*+1/p-2/r2C42H62ClO3PPd/c2*1-37(2,3)27-19-21-33(30(23-27)40(10,11)12)44-47(45-34-22-20-28(38(4,5)6)24-31(34)41(13,14)15)46-36-32(42(16,17)18)25-29(39(7,8)9)26-35(36)48-43/h2*19-26H,1-18H3

Upstream product

• 31570-04-4 tris(2,4-di-tert-butylphenyl)phosphite 

Downstream Products

• 1039359-64-2 [(tBu₂(C₆H₂)OP(O(C₆H₃-2,4-tBu₂))2)PdCl₂]NBu₄ 
• 1039359-61-9 [(tBu₂(C₆H₂)OP(O(C₆H₃-2,4-tBu₂))2)Pd(1,4,7-trithiacyclononane)]Cl 
• 1039359-68-6 [(tBu₂(C₆H₂)OP(O(C₆H₃-2,4-tBu₂))2)PdCl₂][(tBu₂(C₆H₂)OP(O(C₆H₃-2,4-tBu₂))2)Pd(1,4,7-trithiacyclononane)] 
• 1195169-00-6 PdCl(κ2-P,C-(P(OC6H2-2,4-tBu2)(OC6H2-2,4-tBu2)2(P(OC6H2-2,4-tBu2)((S)-binolate) 
• 865620-25-3 [Pd(κ2-P,C-P(OC6H2-2,4-tBu2)(OC6H3-2,4-tBu2)2)(NCMe)2][SbF6] 
• 928213-18-7 [Pd(κ2-P,C-(P(OC6H2-2,4-t-Bu2)(OC6H3-2,4-t-Bu2)2)(κ2-1,1,1-tris(diphenylphosphinomethyl)ethane)][PF6] 
• 850094-62-1 cis-[PdCl(κ2-P,C-(P(OC6H3-2,4-t-Bu2)(OC6H3-2,4-t-Bu2))(dicyclohexylphenylphosphine)] 
• 850165-72-9 trans-[PdCl(κ2-P,C-(P(OC6H3-2,4-t-Bu2)(OC6H3-2,4-t-Bu2))(dicyclohexylphenylphosphine)] 
• 512778-83-5 [Pd(κ2-P,C-μ2-O-P(O)(C6H2-2,4-(t)Bu2)(C6H3-2,4-(t)Bu2)(DMAc))] 

Relevant articles and documents

Orthopalladated triaryl phosphite complexes as highly active catalysts in biaryl coupling reactions

Orthopalladation of inexpensive, commercially available tris(2,4-di-tert-butylphenyl) phosphite gives a dimeric complex 3 which proves to be an extremely active catalyst in biaryl coupling reactions, giving unprecedented turnover numbers of up to 1000000 [mol product (mol Pd)-1] and turnover frequencies of nearly 900000 [mol product (mol Pd)-1 h-1] in the Suzuki reaction and turnover numbers of up to 830000 in the Stille reaction.