Pular para o conteúdo
Merck
Todas as fotos(1)

Documentos Principais

Visualizar Toda a Documentação

693049

Sigma-Aldrich

(R)-Tol-BINAP

Sinônimo(s):

(R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl

Faça loginpara ver os preços organizacionais e de contrato
Todas as fotos(1)

About This Item

Fórmula empírica (Notação de Hill):
C48H40P2
Número CAS:
99646-28-3
Peso molecular:
678.78
Número MDL:
MFCD01311709
Código UNSPSC:
12352005
ID de substância PubChem:
329761557
NACRES:
NA.22

Formulário

solid

Nível de qualidade

100

atividade óptica

[α]20/D +162°, c = 0.5 in benzene

adequação da reação

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: ligand
reaction type: Cross Couplings

pf

254-258 °C

grupo funcional

phosphine

cadeia de caracteres SMILES

Cc1ccc(cc1)P(c2ccc(C)cc2)c3ccc4ccccc4c3-c5c(ccc6ccccc56)P(c7ccc(C)cc7)c8ccc(C)cc8

InChI

1S/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3

chave InChI

IOPQYDKQISFMJI-UHFFFAOYSA-N

Procurando produtos similares? Visita Guia de comparação de produtos

Descrição geral

BINAP is based on a bis naphthalene backbone with different phosphine derivatives. 2,2′-bis(di-p-tolylphosphino)-1,1′-binaphthyl (p-Tol-BINAP)·AgF complex catalyzed asymmetric Mukaiyama-type aldol reaction is reported.

Aplicação

Takasago Ligands and Complexes for Asymmetric Reactions
(R)-T-BINAP complexes derived from rhodium precursors are used for the asymmetric hydroformylation of vinyl acetate. It may be employed as chiral catalyst for allylation of N-tosyl α-imino esters.
Catalyst involved in studies of the role of excess phosphine ligand in enantioselective conjugate addition of ethylmagnesium bromide and α,β-unsaturated ester

Reactant serving as a precursor for:
  • Catalysts used for reductive amination of ketones
  • Rh(I)-catalyst for hydrogenation of acetamidoacrylic acid derivatives
  • Chiral platinum catalysts for asymmetric Baeyer-Villiger oxidation of cyclic ketones
  • CuI-Tol-BINAP catalysts for enantioselective Michael reactions of Grignard reagents to unsaturated esters
  • BINAP Pt Dications for cation trapping

Informações legais

Sold in collaboration with Takasago for research purposes only.

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

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
MKCN7499
MKCL6765
MKCG5530
MKCG3166
MKCD7148

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.

Pesquise por COA

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 2

1 of 2

(S)-DTBM-SEGPHOS® ≥94%

Sigma-Aldrich

692980

(S)-DTBM-SEGPHOS®

(S)-SEGPHOS® ≥94%

Sigma-Aldrich

693006

(S)-SEGPHOS®

Xiangming Fang et al.
The Journal of organic chemistry, 64(13), 4844-4849 (2001-10-25)
A new catalytic enantioselective approach for the formation of allyl alpha-amino acid derivatives by reaction of N-tosyl alpha-imino esters with allyl stannanes and silanes catalyzed by chiral copper(I) complexes has been developed. A series of different BINAP and phosphine-oxazoline (P,N)
Catalytic Asymmetric Aldol Reaction of Trimethoxysilyl Enol Ethers Using 2, 2'-Bis (di-p-tolylphosphino)-1, 1'-binaphthyl AgF Complex.
Yanagisawa A, et al.
Bulletin of the Chemical Society of Japan, 74(8), 1477-1484 (2001)
Asymmetric hydroformylation of vinyl acetate with BINAP-rhodium (I) complexes.
Hoegaerts D and Jacobs PA.
Tetrahedron Asymmetry, 10(15), 3039-3043 (1999)

Artigos

Baeyer-Villiger Oxidation Reaction

The Baeyer-Villiger oxidation is the oxidative cleavage of a carbon-carbon bond adjacent to a carbonyl, which converts the ketones to esters and the cyclic ketones to lactones.

BINAP/SEGPHOS® Ligands and Complexes

We present an article concerning BINAP/SEGPHOS® Ligands and Complexes.

Takasago Ligands

Hydrogenation, Asymmetric Catalysis, Binap, SEGPHOS®, Aldol reaction, Alkenylation, Arylation, Mannich reaction, Fluorination, Michael addition, Hydrosilylation, Cycloaddition, Takasago

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