731013

JackiePhos

95%

• Synonym(s): 2-{Bis[3,5-bis(trifluoromethyl)phenyl]phosphino}-3,6-dimethoxy -2′,4′,6′-triisopropyl-1,1′-biphenyl, Bis(3,5-bis(trifluoromethyl)phenyl)(2′,4′,6′- triisopropyl-3,6-dimethoxybiphenyl-2-yl)phosphine
• Empirical Formula (Hill Notation): C₃₉H₃₇F₁₂O₂P
• CAS Number: 1160861-60-8
• Molecular Weight: 796.66
• MDL number: MFCD17015286
• UNSPSC Code: 12352112
• PubChem Substance ID: 329764613
• NACRES: NA.22

Properties

• Assay: 95%
• form: solid
• reaction suitability: reaction type: Cross Couplings; reagent type: ligand; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reagent type: ligand; reaction type: C-X Bond Formation
• mp: 186-190 °C
• functional group: phosphine
• SMILES string: COc1ccc(OC)c(c1P(c2cc(cc(c2)C(F)(F)F)C(F)(F)F)c3cc(cc(c3)C(F)(F)F)C(F)(F)F)-c4c(cc(cc4C(C)C)C(C)C)C(C)C
• InChI: 1S/C39H37F12O2P/c1-19(2)22-11-29(20(3)4)33(30(12-22)21(5)6)34-31(52-7)9-10-32(53-8)35(34)54(27-15-23(36(40,41)42)13-24(16-27)37(43,44)45)28-17-25(38(46,47)48)14-26(18-28)39(49,50)51/h9-21H,1-8H3
• InChI key: KYTUFIMHJNRPLC-UHFFFAOYSA-N

Description

Application

Catalyst for N-Arylation reactions

Buchwald Phosphine Ligands for chemical Synthesis

JackiePhos is a Buchwald′s phosphine ligand which can be used for the:

• glycosyl cross-coupling reaction of diaryliodonium triflates with anomeric stannanes to synthesize C-glycosides.
• synthesis of gold-based catalyst complexes such as [Au(CH₃CN)(JackiePhos)][SbF₆] and [(JackiePhos)AuCl.
• acylation of alkylcarbastannatranes.
• synthesis of cyclic guanidines or cyclic ureas bearing dialkylaminomethyl groups in combination with Pd(acac)₂ as a catalyst.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable