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Merck
CN

675334

(S)-VAPOL

97%

别名:

(S)-2,2′-二苯基-(4-联菲酚)

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关于此项目

经验公式（希尔记法）:
C40H26O2
化学文摘社编号:
147702-15-6
分子量:
538.63
NACRES:
NA.22
PubChem Substance ID:
24885273
UNSPSC Code:
12352005
EC Number:
200-838-9
MDL number:
MFCD11617354

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产品名称

(S)-VAPOL, 97%

InChI key

UFYXKDMLGBKHIC-UHFFFAOYSA-N

InChI

1S/C40H26O2/c41-39-35-29(21-19-27-15-7-9-17-31(27)35)23-33(25-11-3-1-4-12-25)37(39)38-34(26-13-5-2-6-14-26)24-30-22-20-28-16-8-10-18-32(28)36(30)40(38)42/h1-24,41-42H

SMILES string

Oc1c(c(cc2ccc3ccccc3c12)-c4ccccc4)-c5c(O)c6c(ccc7ccccc67)cc5-c8ccccc8

assay

97%

form

solid

optical activity

[α]20/D 128°, c = 1 in chloroform

mp

185-191 °C

functional group

phenyl

Quality Level

100

相关类别

Application

VAPOL 已被证明是催化不对称 Diels-Alder、亚胺醛醇和氮杂环丙烷化反应的极好配体。

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2

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
MKBJ7879
MKBD1323
06128DJ
13605HE

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Mariia Pushina et al.
Chemical communications (Cambridge, England), 55(31), 4495-4498 (2019-03-29)
The determination of enantiomeric excess (ee) in various groups of chiral compounds, namely amines, amino alcohols, diols, and hydroxy acids is performed using a dual chromophore FRET/PET based sensor ensemble. The sensing ensemble utilizes fluorescence changes from two chromophores (indicators)
Su Yu et al.
Organic letters, 7(3), 367-369 (2005-01-28)
[reaction: see text] In an effort to develop a synthesis of the VAPOL ligand that avoids the use of a chromium carbene complex, a route was examined that involved the annulation of a naphthalene carboxamide via the method of Snieckus.
Bao. J. et al.
Journal of the American Chemical Society, 118, 3392-3392 (1996)
Yu Zhang et al.
Organic letters, 5(11), 1813-1816 (2003-05-24)
[reaction: see text] A copper-mediated deracemization of the vaulted biaryl ligands VANOL and VAPOL can be readily achieved in the presence of (-)-spartiene. The optimal procedure involves the in situ generation of copper(II) and leads to the reproducible formation of

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The research areas of interest to the Wulff group include enantioselective catalysis, mechanisms of asymmetric catalysis, macromolecular chemistry, Fischer carbene complexes in organic synthesis and the total synthesis of natural products.

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