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747769

Sigma-Aldrich

[Ir(dtbbpy)(ppy)2]PF6

Sinónimos:

[Ir(dtbbpy)(ppy)2][PF6], Ir Photocatalyst, [4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis[2-(2-pyridinyl-N)phenyl-C]iridium(III) hexafluorophosphate

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About This Item

Fórmula empírica (notación de Hill):
C40H40F6IrN4P
Número de CAS:
676525-77-2
Peso molecular:
913.95
Número MDL:
MFCD27952560
Código UNSPSC:
12161600
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Formulario

powder

Nivel de calidad

100

idoneidad de la reacción

core: iridium
reaction type: Photocatalysis
reagent type: catalyst

activación del fotocatalizador

455 nm

temp. de almacenamiento

2-8°C

cadena SMILES

CC(C1=CC=[N]([Ir]2([N]3=CC=C(C=C34)C(C)(C)C)([N]5=CC=CC=C5C6=CC=CC=C62)(C7=CC=CC=C78)[N]9=C8C=CC=C9)C4=C1)(C)C.FP(F)(F)(F)(F)F

InChI

1S/C18H24N2.2C11H8N.F6P.Ir/c1-17(2,3)13-7-9-19-15(11-13)16-12-14(8-10-20-16)18(4,5)6;2*1-2-6-10(7-3-1)11-8-4-5-9-12-11;1-7(2,3,4,5)6;/h7-12H,1-6H3;2*1-6,8-9H;;

Clave InChI

DZARMRZNOUWGQE-UHFFFAOYSA-N

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Aplicación

[Ir(dtbbpy)(ppy)2]PF6 is an iridium-based photocatalyst which is used to drive various photochemical reactions such as:
  • Coupling of N-arylamines and nitroalkanes via an oxidative aza-Henry reaction.[1]
  • Atom transfer radical addition (ATRA) of haloalkanes to alkenes and alkynes.[2]
  • Conversion of 2-bromoanilides to the corresponding 3,3-disubstituted oxindoles.[3]
  • Aryl-alkyl C−C reductive cross-coupling reactions.[4]
Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

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Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
MKCV9416
0000233362
MKCR7526
MKCN7500
MKCG9301

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Visible light-mediated atom transfer radical addition via oxidative and reductive quenching of photocatalysts.
Wallentin, Carl-Johan et al.
Journal of the American Chemical Society, 134(21), 8875-8884 (2012)
Visible-light photoredox catalysis: Aza-Henry reactions via C- H functionalization.
Condie, Allison G et al.
Journal of the American Chemical Society, 132(5), 1464-1465 (2010)
Synthesis of oxindoles via visible light photoredox catalysis.
Ju, Xuhui et al.
Organic & Biomolecular Chemistry, 10(3), 498-501 (2012)
Photoredox-Assisted Reductive Cross-Coupling: Mechanistic Insight into Catalytic Aryl-Alkyl Cross-Couplings.
Paul, Avishek et al.
The Journal of Organic Chemistry, 82(4), 1996-2003 (2017)

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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