804215

Sigma-Aldrich

[Ir{dFCF3ppy}2(bpy)]PF6

Empirical Formula (Hill Notation):
C34H18F16IrN4P
CAS Number:
Molecular Weight:
1009.70
PubChem Substance ID:
NACRES:
NA.22

form

powder

Quality Level

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

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.

Packaging

50 mg in glass bottle

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

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
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.
Read More
Related Content
The central theme of the Molander group's research is the development of new synthetic methods and their application to the synthesis of organic molecules.
Read More

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service