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Merck
CN

938688

ImPy-Dipp-IMes

greener alternative

powder

Synonym(s):

5-(2,6-diisopropylphenyl)-2-mesitylimidazo[1,5-a]pyridin-2-ium chloride

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About This Item

Empirical Formula (Hill Notation):
C28H33ClN2
CAS Number:
2983007-39-0
Molecular Weight:
433.03
UNSPSC Code:
12352100
NACRES:
NA.21

Key Documents

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Product Name

ImPy-Dipp-IMes,

SMILES string

CC1=CC(C)=CC(C)=C1[N+]2=CN3C(C4=C(C(C)C)C=CC=C4C(C)C)=CC=CC3=C2.[Cl-]

InChI

1S/C28H33N2.ClH/c1-18(2)24-11-9-12-25(19(3)4)27(24)26-13-8-10-23-16-29(17-30(23)26)28-21(6)14-20(5)15-22(28)7;/h8-19H,1-7H3;1H/q+1;/p-1

InChI key

BQLNHZQDABCIAO-UHFFFAOYSA-M

form

powder

reaction suitability

reaction type: Cross Couplings

greener alternative product characteristics

Catalysis
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color

white

greener alternative category

Aligned

Quality Level

100

Related Categories

General description

ImPy-Dipp-IMes is an NHC precursor developed in the Szostak group. The ligand is useful in a range of catalytic transformations, and is particularly well suited to the following: Suzuki-Miyaura cross-coupling of aryl mesylates and tosylates, Suzuki–Miyaura cross-coupling of nitroarenes (Ar–NO2), Buchwald-Hartwig amination of alkyl sulfoxides.
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Application

Suzuki-Miyaura cross-coupling of aryl mesylates and tosylates Suzuki–Miyaura cross-coupling of nitroarenes (Ar–NO2) or aryl sulfamates Buchwald-Hartwig amination of alkyl sulfoxides or aryl sulfamates.

Features and Benefits

ImPy-Dipp-Imes is an asymmetric NHC ligand precursor. It forms air-and moisture stable complexes with transition metals and is particularly effective in palladium catalyzed cross-coupling reactions.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV9373

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Tongliang Zhou et al.
Nature chemistry, 16(12), 2025-2035 (2024-09-26)
Amines are the most pivotal class of organic motifs in pharmaceutical compounds. Here we provide a blueprint for a general synthesis of amines by catalyst differentiation enabled by triple Au-H/Au+/Au-H relay catalysis. The parent catalyst is differentiated into a set

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