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Merck
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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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About This Item

经验公式（希尔记法）:
C56H42O2Si2
CAS号:
111822-69-6
分子量:
803.10
MDL號碼:
MFCD09265078
分類程式碼代碼:
12352005
PubChem物質ID:
24885234
NACRES:
NA.22

品質等級

100

化驗

96%

形狀

solid

光學活性

[α]20/D +114°, c = 1 in chloroform

mp

103-145 °C

SMILES 字串

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 密鑰

STBZSRVMGWTCOU-UHFFFAOYSA-N

相关类别

應用

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。 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。
(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.

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCJ8362
MKBZ1954V
MKBW5263V
MKBL8706V
02701HE

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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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