Introducing Weakly Ligated Tris(trifluoromethyl)copper(III)

Author:

Motornov Vladimir12ORCID,Procházka Martin3,Alpuente Nora2,Salvador Pedro2,Slavíček Petr3ORCID,Klepetářová Blanka1,Ribas Xavi2ORCID,Beier Petr1ORCID

Affiliation:

1. Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences Flemingovo nam. 2 166 00 Prague Czech Republic

2. Grup de Química Bioinspirada Supramolecular i Catàlisi (QBIS-CAT) Institut de Química Computacional i Catàlisi (IQCC) and Universitat de Girona Maria Aurèlia Capmany, 69, Campus Montilivi 17003 Girona Catalonia Spain

3. University of Chemistry and Technology, Department of Physical Chemistry Technická 5, 166 28 Prague 6 Czech Republic

Abstract

AbstractTris(trifluoromethyl)copper(III), Cu(CF3)3, was prepared for the first time and fully characterized in the form of weakly coordinated highly reactive solvent neutral adducts (DMF)2Cu(CF3)3 and (MeCN)Cu(CF3)3. Free Cu(CF3)3 is an elusive molecule of distorted T‐shaped geometry with Lewis acid properties, which is stabilized by solvation. Substitution of solvent molecules with monoanionic ligands in mild conditions afforded the first Cu(III)(CF3)3 carboxylates [Cu(CF3)3(OAc)] and [Cu(CF3)3(OBz)] and Cu(III) nitrito complex [Cu(CF3)3(ONO)]. An improved synthesis of valuable Grushin's trifluoromethylation reagents via the intermediacy of (MeCN)Cu(CF3)3 was developed. (DMF)2Cu(CF3)3 demonstrated promising properties in photoinduced radical C‐H trifluoromethylation. Oxidation state theoretical studies showed the Cu(CF3)3 compounds to be borderline between classical Cu(III) and inverted ligand field Cu(I) assignment.

Funder

Grantová Agentura České Republiky

Publisher

Wiley

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