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908568

Sigma-Aldrich

[Ir(dFCF3ppy)2-(5,5′-dCF3bpy)]PF6

≥95%

Synonym(s):

[5,5′-Bis(trifluoromethyl)-2,2′-bipyridine-N1,N1′]bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]Iridium(III) hexafluorophosphate

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About This Item

Empirical Formula (Hill Notation):
C36H16F22IrN4P
CAS Number:
1973375-72-2
Molecular Weight:
1145.69
MDL number:
MFCD31707657
UNSPSC Code:
12352101
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

≥95%

form

powder or crystals

reaction suitability

reaction type: Photocatalysis
reagent type: catalyst

mp

>300 °C

photocatalyst activation

460 nm

SMILES string

[Ir+](c5c(c(cc(c5)F)F)c6ncc(cc6)C(F)(F)F)c3c(c(cc(c3)F)F)c4ncc(cc4)C(F)(F)F.FC(F)(F)c1cnc(cc1)c2ncc(cc2)C(F)(F)F.F[P-](F)(F)(F)(F)F

InChI

1S/C12H6F6N2.2C12H5F5N.F6P.Ir/c13-11(14,15)7-1-3-9(19-5-7)10-4-2-8(6-20-10)12(16,17)18;2*13-8-2-3-9(10(14)5-8)11-4-1-7(6-18-11)12(15,16)17;1-7(2,3,4,5)6;/h1-6H;2*1-2,4-6H;;/q;;;-1;+1

InChI key

QEXYETWHTSSWGM-UHFFFAOYSA-N

Related Categories

Application

[Ir(dFCF3ppy)2-(5,5′-dCF3bpy)]PF6 is a cyclometalated iridium(III) complex that can be used in visible-light mediated photocatalytic organic transformations including the alkylation of remote C-H bonds and alkene aminoarylation.

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

Other Notes

Catalytic alkylation of remote C-H bonds enabled by proton-coupled electron transfer

Arylsulfonylacetamides as bifunctional reagents for alkene aminoarylation

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV3429
MKCT0581
MKCS2408
MKCN8579

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Gilbert J Choi et al.
Nature, 539(7628), 268-271 (2016-11-04)
Despite advances in hydrogen atom transfer (HAT) catalysis, there are currently no molecular HAT catalysts that are capable of homolysing the strong nitrogen-hydrogen (N-H) bonds of N-alkyl amides. The motivation to develop amide homolysis protocols stems from the utility of
Timothy M Monos et al.
Science (New York, N.Y.), 361(6409), 1369-1373 (2018-09-29)
Alkene aminoarylation with a single, bifunctional reagent is a concise synthetic strategy. We report a catalytic protocol for the addition of arylsulfonylacetamides across electron-rich alkenes with complete anti-Markovnikov regioselectivity and excellent diastereoselectivity to provide 2,2-diarylethylamines. In this process, single-electron alkene

Questions

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    1 answer

    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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  2. 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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