All Photos(3)

901907

Sigma-Aldrich

RuPhos

95%

Synonym(s):
2-Dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl
Empirical Formula (Hill Notation):
C30H43O2P
CAS Number:
Molecular Weight:
466.64
MDL number:

assay

95%

form

powder or crystals

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

123-126 °C
125 °C

functional group

phosphine

SMILES string

CC(C)Oc1cccc(OC(C)C)c1-c2ccccc2P(C3CCCCC3)C4CCCCC4

InChI

1S/C30H43O2P/c1-22(2)31-27-19-13-20-28(32-23(3)4)30(27)26-18-11-12-21-29(26)33(24-14-7-5-8-15-24)25-16-9-6-10-17-25/h11-13,18-25H,5-10,14-17H2,1-4H3

InChI key

MXFYYFVVIIWKFE-UHFFFAOYSA-N

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Application

Bulky phosphine ligand used in a palladium-catalyzed cross-coupling of aminoethyltrifluoroborates with electron-poor aryl bromides.

Legal Information

Usage subject to Patents: EP 1097158; JP 5758844; CA 2336691

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Paul Chatelain et al.
Angewandte Chemie (International ed. in English), 58(42), 14959-14963 (2019-08-24)
Ideal organic syntheses involve the rapid construction of C-C bonds, with minimal use of functional group interconversions. The Suzuki-Miyaura cross-coupling (SMC) is a powerful way to form biaryl linkages, but the relatively similar reactivity of electrophilic partners makes iterative syntheses

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