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Sigma-Aldrich

sSPhos Pd G2

95%

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:
Molecular Weight:
822.66
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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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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

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