Saltar al contenido
Merck

578940

Sigma-Aldrich

Tri-tert-butylphosphonium tetrafluoroborate

97%

Sinónimos:

TTBP · HBF4, [(t-Bu)3PH]BF4

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización


About This Item

Fórmula lineal:
[[(CH3)3C]3PH]BF4
Número de CAS:
Peso molecular:
290.13
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Addition Reactions

reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction

reagent type: ligand
reaction type: Carbonylations

reagent type: ligand
reaction type: Heck Reaction

reagent type: ligand
reaction type: Negishi Coupling

reagent type: ligand
reaction type: Sonogashira Coupling

reagent type: ligand
reaction type: Stille Coupling

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

261 °C (lit.)

functional group

phosphine

SMILES string

F[B-](F)(F)F.CC(C)(C)[PH+](C(C)(C)C)C(C)(C)C

InChI

1S/C12H27P.BF4/c1-10(2,3)13(11(4,5)6)12(7,8)9;2-1(3,4)5/h1-9H3;/q;-1/p+1

InChI key

YTJUCJAUJCXFTN-UHFFFAOYSA-O

Application

Hindered Phosphine salt employed with a Pd(0)-15-membered, triolefinic, macrocyle in Suzuki cross-coupling reactions of aryl bromides and chlorides. Also used in Heck coupling of non-activated vinyl tosylates with electron deficient olefins.
Ligand used in the Pd-catalyzed enantioselective α−arylation of N-boc-pyrrolidine.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Heck coupling with nonactivated alkenyl tosylates and phosphates: examples of effective 1,2-migrations of the alkenyl palladium(II) intermediates.
Anders L Hansen et al.
Angewandte Chemie (International ed. in English), 45(20), 3349-3353 (2006-04-12)
Synlett, 3001-3001 (2006)
Kevin R Campos et al.
Journal of the American Chemical Society, 128(11), 3538-3539 (2006-03-16)
This communication discloses the first instance of the enantioselective Pd-catalyzed alpha-arylation of N-Boc-pyrrolidine. The methodology relies on Beak's sparteine-mediated, enantioselective deprotonation of N-Boc-pyrrolidine to form the 2-pyrrolidinolithium specices in high enantiomeric ratio (er). Transmetalation of this intermediate with zinc chloride

Artículos

What is COgen? What is COware? What is the SyTracks COgenerator system? And more questions answered.

What is COgen? What is COware? What is the SyTracks COgenerator system? And more questions answered.

What is COgen? What is COware? What is the SyTracks COgenerator system? And more questions answered.

What is COgen? What is COware? What is the SyTracks COgenerator system? And more questions answered.

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico