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804215

Sigma-Aldrich

[Ir{dFCF3ppy}2(bpy)]PF6

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C34H18F16IrN4P
CAS Number:
1092775-62-6
Molecular Weight:
1009.70
UNSPSC Code:
12352300
PubChem Substance ID:
329768852
NACRES:
NA.22

form

powder

Quality Level

100

reaction suitability

core: iridium
reagent type: catalyst
reaction type: Photocatalysis

photocatalyst activation

450 nm

SMILES string

FP(F)(F)(F)F.FC1=CC(F)=C(C2=[N]3C=C(C(F)(F)F)C=C2)C([Ir+]345([N]6=C(C7=CC=CC=[N]75)C=CC=C6)[N]8=C(C9=C(F)C=C(F)C=C94)C=CC(C(F)(F)F)=C8)=C1.[F-]

InChI

1S/2C12H5F5N.C10H8N2.F5P.FH.Ir/c2*13-8-2-3-9(10(14)5-8)11-4-1-7(6-18-11)12(15,16)17;1-3-7-11-9(5-1)10-6-2-4-8-12-10;1-6(2,3,4)5;;/h2*1-2,4-6H;1-8H;;1H;/q;;;;;+1/p-1

InChI key

DZIQZTFRUCLPRL-UHFFFAOYSA-M

Related Categories

Application

When used in tandem with a nickel catalyst, the above photoredox catalyst effects the cross-coupling of C-sp3 hybridized trifluoroborates with aryl bromides under exceptionally mild conditions.

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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John C Tellis et al.
Science (New York, N.Y.), 345(6195), 433-436 (2014-06-07)
The routine application of C(sp3)-hybridized nucleophiles in cross-coupling reactions remains an unsolved challenge in organic chemistry. The sluggish transmetalation rates observed for the preferred organoboron reagents in such transformations are a consequence of the two-electron mechanism underlying the standard catalytic

Articles

Photoredox Iridium Catalyst for Single Electron Transfer (SET) Cross-Coupling

Csp2- and Csp-hybridized coupling reactions are established catalytic approaches. However, multi-step Csp3- and Csp2-coupling reactions of boronic acids and related derivatives are still limited by ineffective two-electron transmetalation reactions.

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