747793

Sigma-Aldrich

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

Synonym(s):
[4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]Iridium(III) hexafluorophosphate, [Ir{dF(CF3)ppy}2(dtbpy)]PF6
Empirical Formula (Hill Notation):
C42H34F16IrN4P
CAS Number:
Molecular Weight:
1121.91
NACRES:
NA.22

reaction suitability

core: iridium
reagent type: catalyst
reaction type: Photocatalysis

Quality Level

mp

>300 °C

photocatalyst activation

450 nm

SMILES string

F[P](F)(F)(F)(F)F.CC(C)(C)C1=CC=[N@H]2C(=C1)C3=CC(=CC=[N@@H]3[Ir]2456c7cc(F)cc(F)c7C8=CC=C(C=[N]48)C(F)(F)F)C(C)(C)C.Fc9cc(F)c(C%10=[N]5C=C(C=C%10)C(F)(F)F)c6c9

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Application

(Ir[dF(CF3)ppy]2(dtbpy))PF6 is a cyclometalated iridium(III) complex that can be used in visible-light mediated photocatalytic organic transformations.It has been used to achieve late-stage incorporation of alkyl groups to a variety of biologically active heterocycles.

Packaging

1 g in glass bottle
100 mg in glass bottle

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

A photochemical strategy for lignin degradation at room temperature.
Nguyen J D, et al.
Journal of the American Chemical Society, 136(4), 1218-1221 (2014)
Radical Carbon?Carbon Bond Formations Enabled by Visible Light Active Photocatalysts.
Wallentin C J, et al.
Chimia, 66(6), 394-398 (2012)
Formal Total Synthesis of l-Ossamine via Decarboxylative Functionalization Using Visible-Light-Mediated Photoredox Catalysis in a Flow System.
Inuki S, et al.
The Journal of Organic Chemistry, 82(2), 1248-1253 (2017)
Late?Stage Functionalization of Biologically Active Heterocycles Through Photoredox Catalysis.
DiRocco D A et al.
Angewandte Chemie (International Edition in English), 53(19), 4802-4806 (2014)
Advances in Photocatalysis: A Microreview of Visible Light Mediated Ruthenium and Iridium Catalyzed Organic Transformations.
Teegardin K, et al.
Organic Process Research & Development, 20(7), 1156-1163 (2016)
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