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Merck
CN

763314

Sigma-Aldrich

sSPhos Pd G2

95%, solid

Synonym(s):

Chloro(sodium-2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl-3′-sulfonate)[2-(2′-amino-1,1′-biphenyl)]palladium(II)

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About This Item

Empirical Formula (Hill Notation):
C38H44ClNNaO5PPdS
CAS Number:
2375242-78-5
Molecular Weight:
822.66
MDL number:
MFCD22377809
UNSPSC Code:
12161600
PubChem Substance ID:
329767044
NACRES:
NA.22

Key Documents

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Product Name

sSPhos Pd G2, 95%

Quality Level

100

Assay

95%

form

solid

feature

generation 2

reaction suitability

core: palladium
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: catalyst
reaction type: Cross Couplings

mp

193-194 °C (decomposition)

functional group

phosphine

SMILES string

[Na+].Nc1ccccc1-c2ccccc2[Pd]Cl.COc3ccc(c(OC)c3-c4ccccc4P(C5CCCCC5)C6CCCCC6)S([O-])(=O)=O

InChI

1S/C26H35O5PS.C12H10N.ClH.Na.Pd/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;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;;;/h9-10,15-20H,3-8,11-14H2,1-2H3,(H,27,28,29);1-6,8-9H,13H2;1H;;/q;;;2*+1/p-2

InChI key

MWQYWXJKMDRSJN-UHFFFAOYSA-L

Related Categories

Application

sSPhos Pd G2 can be used as a water-soluble Pd-precatalyst in:
  • DNA-compatible Suzuki-Miyaura reaction between DNA-linked aryl halides and various boronic acids/esters including heteroaryl boronates.
  • DNA-compatible hydroxycarbonylation reactions.
  • The cross-coupling reaction between boronic ester and brominated cyclic nucleotide to synthesize cyclic adenosine and guanosine monophosphate in the presence of potassium phosphate and hydrochloric acid.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX1676
MKCZ7119
SHBC3732

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Jian-Yuan Li et al.
Bioconjugate chemistry, 29(11), 3841-3846 (2018-10-20)
DNA-encoded chemical libraries (DELs) are a cost-effective technology for the discovery of novel chemical probes and drug candidates. A major limiting factor in assembling productive DELs is the availability of DNA-compatible chemical reactions in aqueous media. In an effort to
Wentao Liu et al.
Bioorganic & medicinal chemistry, 38, 116118-116118 (2021-04-12)
A robust palladium-catalyzed hydroxycarbonylation of aryl halides on DNA has been developed. Instead of Mo(CO)6 as a source of carbon monoxide as previously described in the literature, chloroform was used as a surrogate in this report for the purpose of
Marco Lelle et al.
Chembiochem : a European journal of chemical biology, 21(16), 2311-2320 (2020-04-01)
High-affinity fluorescent derivatives of cyclic adenosine and guanosine monophosphate are powerful tools for investigating their natural targets. Cyclic nucleotide-regulated ion channels belong to these targets and are vital for many signal transduction processes, such as vision and olfaction. The relation

Articles

2nd Generation Buchwald Precatalysts

Buchwald precatalysts and ligands are bulky electron-rich dialkylbiaryl phospine-based catalysts and structurally related ligands that improve reactivity in Pd-catalyzed cross - coupling reactions

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