677280

Sigma-Aldrich

sSPhos

别名:
2′-二环己基膦基-2,6-二甲氧基-1,1′-联苯基-3-磺酸钠 水合物, SPhos(水溶性), [1,1′-2′-联苯基 ]-3-磺酸-(二环己基膦)-2,6-二甲氧基钠盐
Empirical Formula (Hill Notation):
C26H34NaO5PS · xH2O
CAS号:
分子量:
512.57 (anhydrous basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.22

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

Quality Level

functional group

phosphine

SMILES string

O.[Na+].COc1ccc(c(OC)c1-c2ccccc2P(C3CCCCC3)C4CCCCC4)S([O-])(=O)=O

InChI

1S/C26H35O5PS.Na.H2O/c1-30-22-17-18-24(33(27,28)29)26(31-2)25(22)21-15-9-10-16-23(21)32(19-11-5-3-6-12-19)20-13-7-4-8-14-20;;/h9-10,15-20H,3-8,11-14H2,1-2H3,(H,27,28,29);;1H2/q;+1;/p-1

InChI key

MAPQBSXKBDVINV-UHFFFAOYSA-M

Packaging

2, 10 g in glass bottle
500 mg in glass bottle

Application

用于在水性条件下钯催化 Suzuki-Miyaura 偶联反应的磺化配体,可促进有机产品的分离。

Legal Information

用法以美国专利 6307087 和 6395916 为准。

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

General catalysts for the Suzuki-Miyaura and Sonogashira coupling reactions of aryl chlorides and for the coupling of challenging substrate combinations in water.
Kevin W Anderson et al.
Angewandte Chemie (International ed. in English), 44(38), 6173-6177 (2005-08-13)
David S Surry et al.
Angewandte Chemie (International ed. in English), 47(34), 6338-6361 (2008-07-30)
Palladium-catalyzed amination reactions of aryl halides have undergone rapid development in the last 12 years, largely driven by the implementation of new classes of ligands. Biaryl phosphanes have proven to provide especially active catalysts in this context. This Review discusses...
David S Surry et al.
Chemical science, 2(1), 27-50 (2011-01-01)
Dialkylbiaryl phosphines are a valuable class of ligand for Pd-catalyzed amination reactions and have been applied in a range of contexts. This review attempts to aid the reader in the selection of the best choice of reaction conditions and ligand...
Ruben Martin et al.
Accounts of chemical research, 41(11), 1461-1473 (2008-07-16)
The cores of many types of polymers, ligands, natural products, and pharmaceuticals contain biaryl or substituted aromatic structures, and efficient methods of synthesizing these structures are crucial to the work of a broad spectrum of organic chemists. Recently, Pd-catalyzed carbon-carbon...
技术文章
Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.
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