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Merck

674737

Sigma-Aldrich

(R)-3,3′-双(三苯甲硅烷基)-1,1′-联-2-萘酚

96%

别名:

(R)-3,3′-双(三苯甲硅烷基)-1,1′-联萘-2,2′-二酚

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100 MG
$233.00

About This Item

经验公式(希尔记法):
C56H42O2Si2
分子量:
803.10
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

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质量水平

方案

96%

表单

solid

旋光性

[α]20/D +114°, c = 1 in chloroform

mp

103-145 °C

SMILES字符串

Oc1c(cc2ccccc2c1-c3c(O)c(cc4ccccc34)[Si](c5ccccc5)(c6ccccc6)c7ccccc7)[Si](c8ccccc8)(c9ccccc9)c%10ccccc%10

InChI

1S/C56H42O2Si2/c57-55-51(59(43-25-7-1-8-26-43,44-27-9-2-10-28-44)45-29-11-3-12-30-45)39-41-23-19-21-37-49(41)53(55)54-50-38-22-20-24-42(50)40-52(56(54)58)60(46-31-13-4-14-32-46,47-33-15-5-16-34-47)48-35-17-6-18-36-48/h1-40,57-58H

InChI key

STBZSRVMGWTCOU-UHFFFAOYSA-N

应用

手性布朗斯特酸 (674745) 的前体,用于催化不对称氮杂 Diels-Alder 反应,生成双环内酰胺。[1] 该手性联萘酚的稀土金属络合物可催化氨基烯烃的分子内氢胺化反应,生成手性吡咯烷。[2]
(R)-3,3′-Bis(triphenylsilyl)-1,1′-bi-2-naphthol reacts with trimethylaluminum to form a chiral organoaluminum reagent, which can catalyze the asymmetric Diels-Alder reaction of cyclopentadiene and methyl acrylate to form the corresponding Diels-Alder adduct.[3]

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

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Asymmetric Diels-Alder Reaction of Cyclopentadiene and Methyl Acrylate Catalyzed by Chiral Organoaluminum Reagents.
Bulletin of the Chemical Society of Japan, 65(12), 3501-3503 (1992)
Hua Liu et al.
Organic letters, 8(26), 6023-6026 (2006-12-15)
[Structure: see text] The first chiral Brønsted acid-catalyzed asymmetric direct aza hetero-Diels-Alder reaction has been described. The phosphoric acids, prepared from binol and H8-binol derivatives, have shown catalytic ability for the reaction of cyclohexenone with N-PMP-benzaldimine. A chiral phosphoric acid
Denis V Gribkov et al.
Journal of the American Chemical Society, 128(11), 3748-3759 (2006-03-16)
Chiral 3,3'-bis(trisarylsilyl)-substituted binaphtholate rare earth metal complexes (R)-[Ln{Binol-SiAr3}(o-C6H4CH2NMe2)(Me2NCH2Ph)] (Ln = Sc, Lu, Y; Binol-SiAr3 = 3,3'-bis(trisarylsilyl)-2,2'-dihydroxy-1,1'-binaphthyl; Ar = Ph (2-Ln), 3,5-xylyl (3-Ln)) and (R)-[La{Binol-Si(3,5-xylyl)3}{E(SiMe3)2}(THF)2] (E = CH (4a), N (4b)) are accessible via facile arene, alkane, and amine elimination. They

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我们展示了一篇有关BINOL及其衍生物的文章。

We present an article concerning BINOL and Derivatives.

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The Yamamoto group has employed several applications in catalysis.

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