364010
(1R,2R)-(+)-1,2-二苯基乙二胺
97%
别名:
(1R,2R)- DPEDA, (1R,2R)-DPEN, (1R,2R)-(+)-1,2-二氨基-1,2-二苯基乙烷
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关于此项目
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
Assay:
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
Enantioselective hydrosilylation of imines catalyzed by chiral zinc acetate complexes.
Bezlada A, et al.
The Journal of Organic Chemistry, 81(1), 336-342 (2015)
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)
(1R, 2R)-DPEN-derived triazolium salts for enantioselective oxodiene Diels?Alder reactions.
Rong Z Q, et al.
Tetrahedron, 67(48), 9329-9333 (2011)
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)
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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