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676403

Sigma-Aldrich

(R,R)-(–)-2,3-双(叔丁基甲基膦基)喹喔啉

≥95%

别名:

(R) QuinoxP®

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About This Item

经验公式（希尔记法）:
C18H28N2P2
CAS号:
866081-62-1
分子量:
334.38
MDL號碼:
MFCD10565649
分類程式碼代碼:
12352005
PubChem物質ID:
24884852
NACRES:
NA.22

品質等級

100

化驗

≥95%

形狀

solid

mp

100-104 °C

官能基

phosphine

SMILES 字串

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 密鑰

DRZBLHZZDMCPGX-VXKWHMMOSA-N

相关类别

一般說明

(R,R)-(-)-2,3-Bis(tert-butylmethylphosphino)quinoxaline is an air-stable C2-symmetric P-stereogenic phosphine ligand.

應用

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。
Air-Stable and Highly Efficient Chiral Ligands

特點和優勢

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

法律資訊

QuinoxP is a registered trademark of Nippon Chemical Industry Co., Ltd.

象形圖

Skull and crossbones
GHS06

訊號詞

Danger

危險分類

Acute Tox. 3 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCS3268
MKCV1905
MKCP9265
MKCP0168
MKCJ8509

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A rational pre-catalyst design for bis-phosphine mono-oxide palladium catalyzed reactions.
Ji Y, et al.
Chemical Science (2017)
Highly enantioselective hydrosilylation of simple ketones catalyzed by rhodium complexes of P-chiral diphosphine ligands bearing tert-butylmethylphosphino groups.
Imamoto T, et al.
Tetrahedron Asymmetry, 17(4), 560-565 (2006)
Three-Hindered Quadrant Phosphine Ligands with an Aromatic Ring Backbone for the Rhodium-Catalyzed Asymmetric Hydrogenation of Functionalized Alkenes.
Zhang Z, et al.
The Journal of Organic Chemistry, 77(8), 4184-4188 (2012)
Aryl-bromide reductive elimination from an isolated Pt (IV) complex.
Yahav-Levi A, et al.
Chemical Communications (Cambridge, England), 46(19), 3324-3326 (2010)
Asymmetric Copper-Catalyzed Propargylic Substitution Reaction of Propargylic Acetates with Enamines.
Fang P and Hou XL.
Organic Letters, 11.20, 4612-4615 (2009)
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商品

QuinoxP*

QuinoxP*: Air-Stable and Highly Efficient and Productive Chiral Ligands

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