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708739

Sigma-Aldrich

tBuXPhos Pd G1

Sinonimo/i:

t-BuXPhos palladium(II) phenethylamine chloride, tBuXPhos-Pd-G1, Chloro[2-(di-tert-butylphosphino)-2′,4′,6′-triisopropyl-1,1′-biphenyl][2-(2-aminoethyl)phenyl)]palladium(II), [2-(Di-tert-butylphosphino)-2′,4′,6′-triisopropyl-1,1′-biphenyl][2-(2-aminoethyl)phenyl)]palladium(II) chloride, t-BuXPhos Palladacycle, t-BuXPhos precatalyst

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About This Item

Formula empirica (notazione di Hill):
C37H55ClNPPd
Numero CAS:
1142811-12-8
Peso molecolare:
686.69
Numero MDL:
MFCD12911909
Codice UNSPSC:
12161600
ID PubChem:
329762821
NACRES:
NA.22

Forma fisica

solid

Livello qualitativo

100

Caratteristiche

generation 1

Impiego in reazioni chimiche

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

Punto di fusione

150-159 °C

Gruppo funzionale

phosphine

Stringa SMILE

NCCc1ccccc1[Pd]Cl.CC(C)c2cc(C(C)C)c(c(c2)C(C)C)-c3ccccc3P(C(C)(C)C)C(C)(C)C

InChI

1S/C29H45P.C8H10N.ClH.Pd/c1-19(2)22-17-24(20(3)4)27(25(18-22)21(5)6)23-15-13-14-16-26(23)30(28(7,8)9)29(10,11)12;9-7-6-8-4-2-1-3-5-8;;/h13-21H,1-12H3;1-4H,6-7,9H2;1H;/q;;;+1/p-1
LQRWNWRVOIDQOD-UHFFFAOYSA-M

Applicazioni

Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Catalyst for C-C bond and C-N bond formation.

Note legali

Usage subject to US Patents 6307087 and 6395916.

Pittogrammi

Health hazardExclamation mark
GHS08,GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335,H351

Classi di pericolo

Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
SHBH1164V
SHBG7999V
SHBF3053V
SHBD2724V
SHBC2434V

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SPhos Pd G1, Methyl t-Butyl Ether Adduct

Sigma-Aldrich

704946

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Sigma-Aldrich

804274

XPhos Pd G4

Me3(OMe)tBuXPhos-Pd-G3

Sigma-Aldrich

804193

Me3(OMe)tBuXPhos-Pd-G3

BrettPhos Pd G4

Sigma-Aldrich

804355

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BrettPhos Pd G3 98%

Sigma-Aldrich

761605

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RuPhos Pd G1 Methyl t­-Butyl Ether Adduct 95%

Sigma-Aldrich

707589

RuPhos Pd G1 Methyl t­-Butyl Ether Adduct

Brian K Lee et al.
Tetrahedron letters, 50(26), 3672-3674 (2009-07-01)
Simple and efficient procedures for the Pd-catalyzed cross-coupling reaction of aryl chlorides and dimethylamine are described. At room temperature with a strong base, t-BuXPhos is employed as the supporting ligand; at 110 °C with a weak base, XPhos is employed
Mark R Biscoe et al.
Organic letters, 11(8), 1773-1775 (2009-03-20)
Simple, efficient procedures for the monoarylation of acetate esters and aryl methyl ketones using aryl chlorides are presented. Previously, no general method was available to ensure the highly selective monoarylation of these classes of substrates using aryl chlorides. Using palladium
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
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

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