481084

Sigma-Aldrich

rac-BINAP

97%

别名:
(±)-BINAP, (±)-2,2′-双(二苯基膦)-1,1′-联萘, [1,1′-联萘]-2,2′-双二苯膦
线性分子式:
[(C6H5)2PC10H6-]2
CAS号:
分子量:
622.67
Beilstein/REAXYS Number:
5321443
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

质量水平

200

测定

97%

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

reagent type: ligand
reaction type: Acylations

reagent type: ligand
reaction type: Arylations

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

reagent type: ligand
reaction type: C-C Bond Formation

reagent type: ligand
reaction type: Decarboxylations

reagent type: ligand
reaction type: Stille Coupling

mp

283-286 °C (lit.)

官能团

phosphine

InChI

1S/C44H32P2/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38/h1-32H

InChI key

MUALRAIOVNYAIW-UHFFFAOYSA-N

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一般描述

外消旋型 BINAP。

包装

5, 25, 100, 500 g in glass bottle

应用

钯催化芳基胺偶联反应的配体,用于制备去甲基硫代秋水仙碱。可与 Cu(II) 联合使用催化芳基磺酰胺加成反应生成苯乙烯和烯烃。亦可用于钯催化的三联吡啶胺化反应。

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

闪点(F)

Not applicable

闪点(C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

分析证书

原产地证书 (CofO)

Tetrahedron Letters, 47, 5079-5079 (2006)
Jason G Taylor et al.
Organic letters, 8(16), 3561-3564 (2006-07-28)
[reaction: see text] Regioselective additions of arylsulfonamides to vinylarenes, norbornene, and cyclohexadiene were achieved using a copper-diphosphine catayst under mild reaction conditions. These processes appear to be ligand-accelerated.
Akira Sakakura et al.
Nature protocols, 2(7), 1746-1751 (2007-07-21)
A protocol for ester condensation between equimolar amounts of carboxylic acids and alcohols catalyzed by bulky diarylammonium pentafluorobenzenesulfonate is described. We also present procedures for the synthesis of N-(2,6-diisopropylphenyl)-N-mesitylammonium pentafluorobenzenesulfonate. The present ester condensation proceeds well under mild conditions even...
Organometallics, 23, 3398-3416 (2004)
Advanced Synthesis & Catalysis, 345, 15-32 (2003)

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