(1,10-Phenanthroline)(trifluoromethyl)copper(I)

Name: (1,10-Phenanthroline)(trifluoromethyl)copper(I)
Brand: ALDRICH

90%

Synonym(s):

Trifluoromethylator^®

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About This Item

Empirical Formula (Hill Notation):

C₁₃H₈CuF₃N₂

CAS Number:

1300746-79-5

Molecular Weight:

312.76

MDL number:

MFCD19690901

UNSPSC Code:

12352101

PubChem Substance ID:

329767921

NACRES:

NA.22

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Assay

90%

form

solid

storage temp.

2-8°C

InChI

1S/C12H8N2.CF3.Cu/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1;2-1(3)4;/h1-8H;;

InChI key

CUQZQRIIFNWQSJ-UHFFFAOYSA-N

General description

(1,10-Phenanthroline)(trifluoromethyl)copper(I) [(Phen)Cu-CF₃] can be prepared by treating [CuOt-Bu]₄with 1,10-phenanthroline, followed by the addition of (trifluoromethyl)trimethylsilane (CF₃TMS). It is an easily handled, thermally stable, single-component reagent.

Application

Trifluoromethylator, A New Arene Trifluoromethylation Reagent: (Phen)Cu-CF3

(Phen)Cu-CF₃ can be used as a reagent for the trifluoromethylation of aryl iodides. Electron-rich and electron-deficient iodoarenes, as well as sterically-hindered iodoarenes, react in high yield under mild conditions. Electrophilic functional groups, including aldehydes, nitroarenes, ketones, and esters are tolerated. The substrate scope of this reagent is broad and the reagent has wide applicability for trifluoromethylation reactions.
It can also be used in the oxidative trifluoromethylation of organoboron reagents, and terminal alkynes through C-H activation.