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Merck
CN

939552

(S)-iPrPHOX-Pd-MAH

greener alternative

powder, crystals or chunks

别名:

(S)-Isopropyl-2-[2-(diphenylphosphino)phenyl]-4,5-dihydrooxazole-palldium-maleicanhydride, (S)-iPrPHOX-Pd-maleic-anhydride, Isopropyl-phosphinooxazoline palladium(0) maleic anhydride

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关于此项目

经验公式（希尔记法）:
C28H26NO4PPd
化学文摘社编号:
2966887-30-7
分子量:
577.90
NACRES:
NA.21
Form:
powder, crystals or chunks

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产品名称

(S)-iPrPHOX-Pd-MAH,

InChI

InChI=1S/C24H24NOP.C4H2O3.Pd/c1-18(2)22-17-26-24(25-22)21-15-9-10-16-23(21)27(19-11-5-3-6-12-19)20-13-7-4-8-14-20;5-3-1-2-4(6)7-3;/h3-16,18,22H,17H2,1-2H3;1-2H;/q;;-1/p+1/t22-;;/m1../s1

InChI key

PPMYLFWRRDPDJD-GJICFQLNSA-O

SMILES string

CC(C)[C@@H]1[N]2=C(C3=CC=CC=C3P([Pd]2)(C4=CC=CC=C4)C5=CC=CC=C5)OC1.O=C(O6)C=CC6=O

form

powder, crystals or chunks

reaction suitability

core: palladium, reaction type: Trost Asymmetric Allylic Alkylation, reaction type: Tsuji-Trost Reaction, reagent type: catalyst

greener alternative product characteristics

Catalysis
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sustainability

Greener Alternative Product

color

faint beige to very dark beige-brown

greener alternative category

Aligned

Quality Level

100

相关类别

General description

(S)-iPrPHOX-Pd-MAH is a chiral Pd(0) precatalyst first produced in the group of David C. Leitch for asymmetric allylic alkylation reactions. The complex bears a chiral Pfaltz-Helmchen-Williams (PHOX) ligand as well as an easily diplaced maleic anhydride (MAH) ligand.
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Application

Suitable for use in asymmetric allylic alkylation reactions such as the Tsuji–Trost reaction/Trost asymmetric allylic alkylation reaction.
Trost Ligands for Allylic Alkylation
PHOX

Features and Benefits

(S)-iPrPHOX-Pd-MAH is a rare example of a chiral, isolable Pd(0) precatalyst for allylic alkylation reactions. Using a chiral single-component precatalyst instead of forming the chiral catalytic speices in-situ avoids activity, reproducibility, and/or selectivity problems arising from incomplete formation of the desired chiral catalyst.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number
MKCW5599

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Chiral, air stable, and reliable Pd(0) precatalysts applicable to asymmetric allylic alkylation chemistry
Huang J, et al.
Nature Communications, 14(1), 8058-8058 (2023)

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