质量水平
检测方案
≥95%
形式
solid
mp
100-104 °C
SMILES字符串
CP(c1nc2ccccc2nc1P(C)C(C)(C)C)C(C)(C)C
InChI
1S/C18H28N2P2/c1-17(2,3)21(7)15-16(22(8)18(4,5)6)20-14-12-10-9-11-13(14)19-15/h9-12H,1-8H3/t21-,22-/m0/s1
InChI key
DRZBLHZZDMCPGX-VXKWHMMOSA-N
一般描述
(R,R)-(-)-2,3-Bis(tert-butylmethylphosphino)quinoxaline is an air-stable C2-symmetric P-stereogenic phosphine ligand.
应用
在合成转化反应中显示高水平手性控制的高效配体,转化反应范围从金属催化芳基硼酸 1,4-加成到烷基化的开环到不对称氢化。
特点和优势
Advantages of the QuinoxP* Ligands:
- It is not oxidized nor epimerized at ambient conditions in air
- Enantioselectivities are outstanding for various reaction paradigms
- Hydrogenations proceed under mild reaction conditions
- Low catalyst loadings yield high TONs
引用
Fang P and Hou XL. "Asymmetric Copper-Catalyzed Propargylic Substitution Reaction of Propargylic Acetates with Enamines." Organic letters 11.20 (2009): 4612-4615.
Imamoto T, et al. "Highly enantioselective hydrosilylation of simple ketones catalyzed by rhodium complexes of P-chiral diphosphine ligands bearing tert-butylmethylphosphino groups." Tetrahedron: Asymmetry 17(4) (2006): 560-565.
Yahav-Levi A, et al. "Aryl-bromide reductive elimination from an isolated Pt (IV) complex." Chemical Communications 46(19) (2010): 3324-3326.
法律信息
QuinoxP is a registered trademark of Nippon Chemical Industry Co., Ltd.
警示用语:
Danger
危险分类
Acute Tox. 3 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Asymmetric Copper-Catalyzed Propargylic Substitution Reaction of Propargylic Acetates with Enamines.
Organic Letters, 11.20, 4612-4615 (2009)
Aryl-bromide reductive elimination from an isolated Pt (IV) complex.
Chemical Communications (Cambridge, England), 46(19), 3324-3326 (2010)
Highly enantioselective hydrosilylation of simple ketones catalyzed by rhodium complexes of P-chiral diphosphine ligands bearing tert-butylmethylphosphino groups.
Tetrahedron Asymmetry, 17(4), 560-565 (2006)
A rational pre-catalyst design for bis-phosphine mono-oxide palladium catalyzed reactions.
Chemical Science (2017)
Journal of the American Chemical Society, 127(34), 11934-11935 (2005-08-25)
A new P-chiral phosphine ligand, (R,R)-2,3-bis(tert-butylmethylphosphino)quinoxaline, has been prepared by the reaction of enantiomerically pure tert-butylmethylphosphine-borane with 2,3-dichloroquinoxaline. This ligand, in contrast to most of the previously reported P-chiral ligands, is an air-stable solid and exhibits excellent enantioselectivities in both
商品
QuinoxP*: Air-Stable and Highly Efficient and Productive Chiral Ligands
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