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Merck
CN

937355

Sigma-Aldrich

ImPy-Trip-IPr*

greener alternative

≥95%, powder or crystals

Synonym(s):

2‐[2,6‐Bis(diphenylmethyl)‐4‐methylphenyl]‐5‐[2,4,6‐tris(propan‐2‐yl)phenyl]‐2H‐4Λ5‐imidazo[1,5‐a]pyridin‐4‐ylium chloride

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About This Item

Empirical Formula (Hill Notation):
C55H55ClN2
CAS Number:
2983007-59-4
Molecular Weight:
779.49
NACRES:
NA.21

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Product Name

ImPy-Trip-IPr*, ≥95%

Quality Level

100

Assay

≥95%

form

powder or crystals

reaction suitability

reaction type: Cross Couplings

greener alternative product characteristics

Catalysis
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color

white to off-white

functional group

(Carbene)

greener alternative category

Aligned

SMILES string

CC(C=C1C(C2=CC=CC=C2)C3=CC=CC=C3)=CC(C(C4=CC=CC=C4)C5=CC=CC=C5)=C1N6C=[N+]7C(C=CC=C7C8=C(C(C)C)C=C(C(C)C)C=C8C(C)C)=C6.[Cl-]

InChI

1S/C55H55N2.ClH/c1-37(2)45-33-47(38(3)4)54(48(34-45)39(5)6)51-30-20-29-46-35-56(36-57(46)51)55-49(52(41-21-12-8-13-22-41)42-23-14-9-15-24-42)31-40(7)32-50(55)53(43-25-16-10-17-26-43)44-27-18-11-19-28-44;/h8-39,52-53H,1-7H3;1H/q+1;/p-1

InChI key

RFDIMPRGVRMUES-UHFFFAOYSA-M

General description

ImPy-Trip-IPr* is a member of a class of biaryl NHC ligands utilizing sterics to facilitate a well-defined L-shaped NHC. The unique shape allows for the development of cross-coupling reactions not possible with other NHC ligands, as well as an improvement in catalytic efficiency with many existing methods. Readily forms complexes with Pd, as well as Au, Cu, Rh, and other metals.
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Application

Active in the following reactions:
  • Suzuki-Miyarua cross-coupling
  • Buchwald-Hartwig amination
  • Hydroxylation of aryl chlorides

Storage Class Code

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
MKCW4495

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