Pular para o conteúdo
Merck
Todas as fotos(7)

Documentos Principais

638080

Sigma-Aldrich

tBuXPhos

greener alternative

98%

Sinônimo(s):

tBuXPhos, 2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl, t-Bu XPhos, tert-Butyl XPhos

Faça loginpara ver os preços organizacionais e de contrato


About This Item

Fórmula empírica (Notação de Hill):
C29H45P
Número CAS:
Peso molecular:
424.64
Número MDL:
Código UNSPSC:
12352002
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

Ensaio

98%

Formulário

solid

adequação da reação

reaction type: Cross Couplings
reagent type: ligand
reaction type: Arylations

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

reagent type: ligand
reaction type: Carboxylations

reagent type: ligand
reaction type: Decarboxylations

pontuação do produto alternativo mais ecológico

old score: 12
new score: 1
Find out more about DOZN™ Scoring

características do produto alternativo mais ecológico

Atom Economy
Design for Energy Efficiency
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

pf

148-151 °C (lit.)

grupo funcional

phosphine

categoria alternativa mais ecológica

cadeia de caracteres SMILES

CC(P(C(C=CC=C1)=C1C(C(C(C)C)=CC(C(C)C)=C2)=C2C(C)C)C(C)(C)C)(C)C

InChI

1S/C29H45P/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/h13-21H,1-12H3

chave InChI

SACNIGZYDTUHKB-UHFFFAOYSA-N

Procurando produtos similares? Visita Guia de comparação de produtos

Descrição geral

tBuXPhos [2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Atom Economy”, “Use of Renewable Feedstock” and “Design for Energy Efficiency”. Click here to view its DOZN scorecard.

Learn more about Buchwald Phosphine Ligands

Aplicação

tBuXPhos has been used in the preparation of [tBuXPhosAu(MeCN)]BAr4F, a gold catalyst for the intermolecular [2+2] cycloaddition of terminal arylalkynes with substituted alkenes to form functionalized cyclobutenes with high regioselectivity.
tBuXPhos is a ligand for Pd-catalyzed C-O and C-N bond formation.
It can be used in the following reactions:
  • Palladium-catalyzed Tsuji-Trost substitution and cross-coupling of benzylic fluorides.
  • Palladium-catalyzed C-N cross-coupling of sulfinamides and aryl halides.
  • Palladium-catalyzed rapid methoxylation and deuteriomethoxylation of bromo-chalcones.

Informações legais

Usage subject to Patents: EP 1097158; JP 5758844; CA 2336691

produto relacionado

Nº do produto
Descrição
Preços

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number

Não está vendo a versão correta?

Se precisar de uma versão específica, você pode procurar um certificado específico pelo número do lote ou da remessa.

Já possui este produto?

Encontre a documentação dos produtos que você adquiriu recentemente na biblioteca de documentos.

Visite a Biblioteca de Documentos

Os clientes também visualizaram

Slide 1 of 6

1 of 6

SPhos 98%

Sigma-Aldrich

638072

SPhos

RuPhos 98%

Sigma-Aldrich

663131

RuPhos

DavePhos 97%

Sigma-Aldrich

638021

DavePhos

tBuMePhos

Sigma-Aldrich

695211

tBuMePhos

CyJohnPhos 97%

Sigma-Aldrich

638099

CyJohnPhos

Arkaitz Correa et al.
Journal of the American Chemical Society, 131(44), 15974-15975 (2009-11-06)
A novel protocol for the direct carbon dioxide insertion (CO(2)) into aryl halides in a catalytic manner is presented herein. Unlike other carboxylation methods using CO(2), there is no need for the synthesis of the corresponding organometallic intermediates. Additionally, and
Kevin W Anderson et al.
Journal of the American Chemical Society, 128(33), 10694-10695 (2006-08-17)
The direct and selective synthesis of phenols from aryl/heteroaryl halides and KOH has been achieved through the use of highly active monophosphine-based catalysts derived from Pd(2)dba(3) and ligands L1 or L2 and the biphasic solvent system 1,4-dioxane/H(2)O. We have also
Palladium-catalyzed substitution and cross-coupling of benzylic fluorides.
Blessley G, et al.
Organic Letters, 14(11), 2754-2757 (2012)
Intermolecular [2+ 2] Cycloaddition of Alkynes with Alkenes Catalyzed by Gold (I).
de Orbe ME and Echavarren AM.
Organic Syntheses, 93, 115-126 (2016)
Palladium?Catalyzed Rapid Methoxylation and Deuteriomethoxylation of Bromo?chalcones: Uncovering the Catalytic Activity of the Pd/tBuXPhos Catalyst System.
Rangarajan T M, et al.
ChemistrySelect, 1(21), 6894-6901 (2016)

Artigos

Buchwald Phosphine Ligands

Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.

Nossa equipe de cientistas tem experiência em todas as áreas de pesquisa, incluindo Life Sciences, ciência de materiais, síntese química, cromatografia, química analítica e muitas outras.

Entre em contato com a assistência técnica