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Merck

932191

Sigma-Aldrich

SPhos ChemBeads

Synonim(y):

2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl, S Phos, SPhos

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About This Item

Wzór empiryczny (zapis Hilla):
C26H35O2P
Numer CAS:
Masa cząsteczkowa:
410.53
Kod UNSPSC:
12352128
NACRES:
NA.22

Postać

solid

Poziom jakości

przydatność reakcji

reagent type: catalyst
reaction type: Cross Couplings

InChI

1S/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3

Klucz InChI

VNFWTIYUKDMAOP-UHFFFAOYSA-N

Opis ogólny

SPhos [2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.

Zastosowanie

SPhos may be used as a ligand in the following processes:
  • Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between Boc-protected aminomethyltrifluoroborate and aryl chlorides or hetaryl chlorides to form the corresponding aminomethylarenes.
  • Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between 4-methyl-substituted piperidinylzinc reagent and different aryl or heteroaryl iodides to form various substituted piperidines.
  • Intramolecular Suzuki-Miyaura coupling to form the 18-membered macrocyclic ring during the multi-step synthesis of riccardin C.
Utilized in conjunction with palladium to form a highly active catalyst for C-N bond formation.
Highly universal ligand for Suzuki-Miyaura coupling; aryl chlorides, hindered biaryls, heterobiaryls.

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Product is also available as neat ligand (638072)
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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


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