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909335

Sigma-Aldrich

2-(2,4-Difluorophenyl)-5-(trifluoromethyl)pyridine

≥95%

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Synonym(s):
dFCF3ppy
Empirical Formula (Hill Notation):
C12H6F5N
CAS Number:
387827-64-7
Molecular Weight:
259.17
MDL number:
MFCD28144542

Assay

≥95%

form

powder or crystals

reaction suitability

reaction type: Photocatalysis
reagent type: catalyst

mp

59-64 °C

InChI

1S/C12H6F5N/c13-8-2-3-9(10(14)5-8)11-4-1-7(6-18-11)12(15,16)17/h1-6H

InChI key

FMKQPMDFNYNYAG-UHFFFAOYSA-N

Related Categories

Application

2-(2,4-Difluorophenyl)-5-(trifluoromethyl)pyridine is a ligand used for the preparation of Ir(III) photocatalysts.

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

Other Notes

Single-electron transmetalation in organoboron cross-coupling by photoredox/nickel dual catalysis

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Kazimer L Skubi et al.
Journal of the American Chemical Society, 139(47), 17186-17192 (2017-11-01)
Stereochemical control of electronically excited states is a long-standing challenge in photochemical synthesis, and few catalytic systems that produce high enantioselectivities in triplet-state photoreactions are known. We report herein an exceptionally effective chiral photocatalyst that recruits prochiral quinolones using a
Thomas Rossolini et al.
Organic letters, 20(21), 6794-6798 (2018-10-24)
A visible-light-mediated photocatalytic umpolung synthesis of 1,3-diamines from in situ-generated imines and dehydroalanine derivatives is described. Pivoting on a key nucleophilic addition of photocatalytically generated α-amino radicals to electron-deficient alkenes, this three-component coupling reaction affords 1,3-diamines efficiently and diastereoselectively. The
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
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

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