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Merck
모든 사진(1)

주요 문서

676403

Sigma-Aldrich

(R,R)-(–)-2,3-Bis(tert-butylmethylphosphino)quinoxaline

≥95%

동의어(들):

(R) QuinoxP®

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About This Item

실험식(Hill 표기법):
C18H28N2P2
CAS Number:
Molecular Weight:
334.38
MDL number:
UNSPSC 코드:
12352005
PubChem Substance ID:
NACRES:
NA.22

분석

≥95%

양식

solid

mp

100-104 °C

작용기

phosphine

SMILES string

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

일반 설명

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

애플리케이션

Efficient ligand exhibiting high levels of enantiocontrol in synthetic transformations ranging from metal-catalyzed 1,4-addition of arylboronic acids to alkylative ring opening to asymmetric hydrogenation.

특징 및 장점

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

법적 정보

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

픽토그램

Skull and crossbones

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

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

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

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


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시험 성적서(COA)

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Organic Process Research & Development, 19(12), 1954-1965 (2015)
Rhodium?Catalyzed Dynamic Kinetic Asymmetric Allylation of Phenols and 2?Hydroxypyridines.
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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)
Enantioselective Nitroso Aldol Reaction Catalyzed by a Chiral Phosphine?Silver Complex.
Yanagisawa A, et al.
European Journal of Organic Chemistry, 2016(32), 5355-5359 (2016)

문서

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

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