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693049

( R )-Tol-BINAP

Name: (<I> R </I>)-Tol-BINAP
Brand: ALDRICH

别名:

(R)-(+)-2,2′-双(二-对甲苯基膦)-1,1′-联萘, (R)-Tol-BINAP

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关于此项目

经验公式（希尔记法）:

C₄₈H₄₀P₂

化学文摘社编号:

99646-28-3

分子量:

678.78

NACRES:

NA.22

PubChem Substance ID:

329761557

UNSPSC Code:

12352005

MDL number:

MFCD01311709

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属性

product line

Buchwald Ligand

form

solid

optical activity

[α]20/D +162°, c = 0.5 in benzene

reaction suitability

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

mp

254-258 °C

functional group

phosphine

SMILES string

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

InChI key

IOPQYDKQISFMJI-UHFFFAOYSA-N

说明

General description

BINAP 是基于双萘主链与不同的膦衍生物。2,2′-双（二-p-甲苯基膦）-1,1′-联萘 (p-Tol-BINAP) ·AgF 络合物催化的不对称 Mukaiyama 型羟醛缩合反应。

Application

由铑前体衍生的 ( R )-T-BINAP 复合物用于醋酸乙烯的不对称氢甲酰化。它可以用作手性催化剂，用于烯丙基化 N-基甲基α-亚氨基酯。

用于不对称反应的 Takasago 配体和复合物

过量膦配体在乙基溴化镁与 α,β-不饱和酯对映选择性共轭加成反应中作用的催化剂研究

用作以下物质前体的反应物：

酮还原胺化反应用催化剂
Rh (I)-乙酰胺基丙烯酸衍生物加氢催化剂
手性铂催化剂催化环酮的不对称 Baeyer-Villiger 氧化
CuI-Tol-BINAP 催化格氏试剂对映选择性 Michael 反应
阳离子捕获的 BINAP Pt 描述

Legal Information

与 Takasago 联合销售，仅供研究使用。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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商品

Takasago Ligands

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

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.

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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)

Catalytic Approach for the Formation of Optically Active Allyl alpha-Amino Acids by Addition of Allylic Metal Compounds to alpha-Imino Esters.

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)

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