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线性分子式:
[C6H5CH(NH2)-]2
化学文摘社编号:
分子量:
212.29
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2369988
产品名称
(1R,2R)-(+)-1,2-二苯基乙二胺, 97%
InChI
1S/C14H16N2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-14H,15-16H2/t13-,14-/m1/s1
SMILES string
N[C@@H]([C@H](N)c1ccccc1)c2ccccc2
InChI key
PONXTPCRRASWKW-ZIAGYGMSSA-N
assay
97%
optical activity
[α]20/D +102°, c = 1 in ethanol
optical purity
ee: 99% (GLC)
mp
79-83 °C (lit.)
functional group
amine
phenyl
Quality Level
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Application
通用应用:
- (1R,2R)-(+)-1,2-二苯基乙二胺(DPEN)是一种广泛使用的手性助剂和配体,用于合成不对称催化剂,如 BINAP /二胺-Ru 络合物,用于立体选择性加氢。
- 它可用于制备单磺酰基 DPEN-盐,用于催化各种酮类向马来酰亚胺的迈克尔加成反应。
- DPEN 衍生的手性三唑盐可用于催化对映选择性分子内的 Stetter 反应和氧二烯 狄尔斯-阿德尔反应。
- 醋酸锌配合物 DPEDA 衍生的配体也可用于催化亚胺的氢化硅烷化。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
(1R, 2R)-DPEN-derived triazolium salts for enantioselective oxodiene Diels?Alder reactions.
Rong Z Q, et al.
Tetrahedron, 67(48), 9329-9333 (2011)
trans?[RuCl2 (phosphane) 2 (1, 2?diamine)] and Chiral trans?[RuCl2 (diphosphane)(1, 2?diamine)]: Shelf?Stable Precatalysts for the Rapid, Productive, and Stereoselective Hydrogenation of Ketones.
Doucet H, et al.
Angewandte Chemie (International Edition in English), 37(12), 1703-1707 (1998)
Synthesis of (1 R, 2 R)-DPEN-derived triazolium salts and their application in asymmetric intramolecular Stetter reactions.
Jia M Q, et al.
Organic & Biomolecular Chemistry, 9(7), 2072-2074 (2011)
Enantioselective hydrosilylation of imines catalyzed by chiral zinc acetate complexes.
Bezlada A, et al.
The Journal of Organic Chemistry, 81(1), 336-342 (2015)
Feng Yu et al.
Chemical communications (Cambridge, England), 46(25), 4589-4591 (2010-05-21)
An unprecedented enantioselective Michael addition of various ketones to maleimides catalyzed by a simple bifunctional primary amine, monosulfonyl DPEN salt, is reported and provides the desired adducts in good to excellent yields (up to 99%) with excellent enantioselectivities (up to
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