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905917

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

powder

Synonym(s):

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

Empirical Formula (Hill Notation):
C44H48F6IrN4P
CAS Number:
1607469-49-7
Molecular Weight:
970.06
MDL number:
MFCD31707652
UNSPSC Code:
12161600
NACRES:
NA.22
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Product Name

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

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

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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)
Direct, enantioselective α-alkylation of aldehydes using simple olefins.
Capacci AG, et al.
Nature Chemistry, 9(11), 1073-1073 (2017)
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