295825
(S)-(-)-2,2′-双(二苯膦基)-1,1′-联萘
97%
别名:
(S)-(-)-1,1′-联萘-2,2′-双二苯膦, (S)-(-)-BINAP
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关于此项目
线性分子式:
[(C6H5)2PC10H6-]2
化学文摘社编号:
分子量:
622.67
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Beilstein/REAXYS Number:
5321443
MDL number:
产品名称
(S)-(-)-2,2′-双(二苯膦基)-1,1′-联萘, 97%
SMILES string
P(c8ccccc8)(c7ccccc7)c1c(c6c(cc1)cccc6)c2c3c(ccc2P(c5ccccc5)c4ccccc4)cccc3
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
assay
97%
form
solid
optical activity
[α]19/D −233°, c = 0.3 in toluene
optical purity
ee: 99% (HPLC)
mp
238-240 °C (lit.)
functional group
phosphine
Quality Level
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Application
2,2′-双(二苯基膦)-1,1′-联萘及其铑和钌衍生物可作为高选择性均相催化剂，用于芳基酮、β-酮酸酯和 α-氨基酮的还原反应。也可用于烯烃的不对称氢化和氢甲酰化反应、不对称 Heck 反应和烯丙基的不对称异构化反应。
用于钯催化不对称串联 Heck 反应的配体，这种碳负离子捕获过程可合成三环倍半萜烯。也可用于钌催化的 α,β-不饱和酸的不对称氢化反应。
用于钯催化不对称串联 Heck 反应的配体，这种碳负离子捕获过程可合成三环倍半萜烯。也可用于钌催化的 α,β-不饱和酸的不对称氢化反应。
作为以下过程的反应物：
- 对映选择性和非对映选择性非极化羰基烯丙基化
- 合成有机膦氧化物，作为抗肿瘤药
- 羟基的SN2卤化
- 合成BINAP配合物
- BINAP螯合物的构象灵活性研究
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Synlett, 3053-3053 (2006)
Leslie Ann So Alfaro et al.
Stem cells (Dayton, Ohio), 29(12), 2030-2041 (2011-10-15)
Expression of the cell surface sialomucin CD34 is common to many adult stem cell types, including muscle satellite cells. However, no clear stem cell or regeneration-related phenotype has ever been reported in mice lacking CD34, and its function on these
David M Tellers et al.
Journal of the American Chemical Society, 128(51), 17063-17073 (2006-12-21)
Ruthenium complexes employing axially chiral ligands were found to be effective asymmetric hydrogenation catalysts for the reduction of alpha,beta-unsaturated ene acid 1-E to give 2, a prostaglandin D2 (PGD2) receptor antagonist. With [(S-BINAP)Ru(p-cymene)Cl2]2 (3, S-BINAP = (S)-(+)-2,2'-bis(diphenylphospino)-1,1'-binapthyl), it was discovered
Susana Aguilar et al.
PloS one, 4(11), e8013-e8013 (2009-12-04)
Many common diseases of the gas exchange surface of the lung have no specific treatment but cause serious morbidity and mortality. Idiopathic Pulmonary Fibrosis (IPF) is characterized by alveolar epithelial cell injury, interstitial inflammation, fibroblast proliferation and collagen accumulation within
Smith, P. et al.
Synthetic Communications, 25, 1093-1093 (1995)
商品
We present an article concerning BINAP/SEGPHOS® Ligands and Complexes.
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