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905917

Sigma-Aldrich

(Ir[Me(Me)ppy]2(dtbpy))PF6

Sinónimos:

4,4′-Bis(t-butyl-2,2′-bipyridine]bis[5-methyl-2-(4-methyl-2-pyridinyl-kN)phenyl-kC]iridium hexafluorophosphate, Ir(dmppy)2(dtbbpy)PF6

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About This Item

Fórmula empírica (notación de Hill):
C44H48F6IrN4P
Número de CAS:
1607469-49-7
Peso molecular:
970.06
UNSPSC Code:
12161600
NACRES:
NA.22

form

powder

reaction suitability

core: iridium
reagent type: catalyst
reaction type: Photocatalysis

photocatalyst activation

465 nm

SMILES string

F[P-](F)(F)(F)(F)F.CC1=CC([Ir+]([N]2=C3C=C(C)C=C2)(C4=C5C=CC(C)=C4)([N]6=C7C=C(C(C)(C)C)C=C6)([N]8=C7C=C(C(C)(C)C)C=C8)[N]9=C5C=C(C)C=C9)=C3C=C1

Categorías relacionadas

Application

(Ir[Me(Me)ppy]2(dtbpy))PF6 or Ir(dmppy)2(dtbbpy)PF6 is an iridium photoredox catalyst that facilitates a variety of transformations using visible light, including the α- and β-alkylation of aldehydes.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

Other Notes

Direct β-Alkylation of Aldehydes via Photoredox Organocatalysis

Direct, enantioselective α-alkylation of aldehydes using simple olefins

related product

Referencia del producto
Descripción
Precios

747769

[Ir(dtbbpy)(ppy)2]PF6

747793

(Ir[dF(CF3)ppy]2(dtbpy))PF6

804215

[Ir{dFCF3ppy}2(bpy)]PF6

900540

Ir(dFppy)3

900539

Ir[p-F(t-Bu)-ppy]3

900538

Ir(p-F-ppy)3

900570

Ir[dF(t-Bu)-ppy]3

900579

(S)-2-Benzylpiperidine, ≥95%

901466

Mes-Umemoto reagent, ≥95%

901368

[Ir(dFppy)2(dtbbpy)]PF6

901409

[Ir(dF(Me)ppy)2(dtbbpy)]PF6

902217

Ir[dFFppy]2-(4,4′-dCF3bpy)PF6, ≥95%

902225

Ir[dFMeppy]2-(4,4′-dCF3bpy)PF6, ≥95%

902489

Tris(trimethylsilyl)silanol, ≥95%

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

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Direct, enantioselective α-alkylation of aldehydes using simple olefins.
Capacci AG, et al.
Nature Chemistry, 9(11), 1073-1073 (2017)
Zachary C Litman et al.
Nature, 560(7718), 355-359 (2018-08-17)
Living organisms rely on simultaneous reactions catalysed by mutually compatible and selective enzymes to synthesize complex natural products and other metabolites. To combine the advantages of these biological systems with the reactivity of artificial chemical catalysts, chemists have devised sequential
Jack A Terrett et al.
Journal of the American Chemical Society, 136(19), 6858-6861 (2014-04-24)
Direct β-alkylation of saturated aldehydes has been accomplished by synergistically combining photoredox catalysis and organocatalysis. Photon-induced enamine oxidation provides an activated β-enaminyl radical intermediate, which readily combines with a wide range of Michael acceptors to produce β-alkyl aldehydes in a
Direct β -alkylation of aldehydes via photoredox organocatalysis.
Terrett JA, et al.
Journal of the American Chemical Society, 136(19), 6858-6861 (2014)
Andrew G Capacci et al.
Nature chemistry, 9(11), 1073-1077 (2017-10-25)
Although the α-alkylation of ketones has already been established, the analogous reaction using aldehyde substrates has proven surprisingly elusive. Despite the structural similarities between the two classes of compounds, the sensitivity and unique reactivity of the aldehyde functionality has typically

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