694703
Bis(3,5-di-tert-butyl-4-methoxyphenyl)chlorophosphine
Synonym(s):
Bis[3,5-bis(1,1-dimethylethyl)-4-methoxyphenyl]phosphinous chloride
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About This Item
InChI
1S/C30H46ClO2P/c1-27(2,3)21-15-19(16-22(25(21)32-13)28(4,5)6)34(31)20-17-23(29(7,8)9)26(33-14)24(18-20)30(10,11)12/h15-18H,1-14H3
SMILES string
COc1c(cc(cc1C(C)(C)C)P(Cl)c2cc(c(OC)c(c2)C(C)(C)C)C(C)(C)C)C(C)(C)C
InChI key
VOGHMZHRQUWLRE-UHFFFAOYSA-N
form
solid
reaction suitability
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
mp
116-120 °C
functional group
phosphine
Application
- Asymmetric hydrogenation with iridium catalysts
- Condensations with optically active diols
- Chemoselective reaction with deprotonated 2-hydoxy-3,3,N-trimethylbutanamide
Reactant for synthesis of:
- Phosphine-containing amino acids and peptide-based catalyst ligands
- Nonracemic phosphine-containing amino acids for palladium-catalyzed asymmetric allylic substitution reactions
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