Skip to Content
Merck
CN

Key Documents

View All Documentation

939552

(S)-iPrPHOX-Pd-MAH

greener alternative

powder, crystals or chunks

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C28H26NO4PPd
CAS Number:
2966887-30-7
Molecular Weight:
577.90
NACRES:
NA.21
Form:
powder, crystals or chunks
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

(S)-iPrPHOX-Pd-MAH,

form

powder, crystals or chunks

Quality Level

100

reaction suitability

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

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

color

faint beige to very dark beige-brown

greener alternative category

Aligned

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

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

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.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

新产品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCW5599

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Global Trade Item Number

SKUGTIN
939552-250MG04065272183406
939552-1G04065272183390