34946-82-2 | Copper(II) trifluoromethanesulfonate

CAS:34946-82-2 | Copper(II) trifluoromethanesulfonate ,Description

Copper(II) trifluoromethanesulfonate, also known as Cu(OTf)2, is an organosulfur compound that is widely used in organic and inorganic chemistry. It is a white solid that is soluble in polar organic solvents and is used as a catalyst in a variety of reactions. Cu(OTf)2 is a versatile reagent that can be used to catalyze a number of reactions, including oxidation, reduction, and hydrolysis. It is also used as a source of copper ions in various biochemical and physiological applications.
 

Scientific Research Applications

Amidation of Cyclic Ethers

Copper(II) trifluoromethanesulfonate is used to catalyze the amidation of cyclic ethers with iminoiodanes, resulting in good yields and selectivity. This process produces α-amino products, and the tosylamidated products can further undergo a reductive ring-opening reaction to yield α,ϖ-amino alcohols (He, Yu, Zhang, & Xiao‐Qi Yu, 2007) .

Alkene Complexation Chemistry

Copper(I) trifluoromethanesulfonate (CuOTf) reacts with vinyl sulfonate anion (VS) to form water-soluble complexes. These solutions can reversibly bind alkenes like ethylene, 1,3-butadiene, and 1-butene. This finding has potential applications in electrochemically modulated complexation-based separation processes (Suzuki, Noble, & Koval, 1997).

Copper-Catalyzed C(sp3)-OH Cleavage

Copper(II) trifluoromethanesulfonate efficiently catalyzes the C-C coupling of 3-hydoxyisoindolinones with various boronic acids. This method represents the first report on C(sp3)-OH cleavage with concomitant C-C coupling, offering a pathway to synthesize C(3) substituted isoindolinones (Rao & Rao, 2015).

Copper-Promoted Sulfenylation

Copper(II) trifluoromethanesulfonate is used in copper-promoted sulfenylation of C-H bonds. This method utilizes disulfide reagents, demonstrating the potential of copper(II) trifluoromethanesulfonate in organic synthesis and modification (Tran, Popov, & Daugulis, 2012).

Pummerer Coupling of β-Ketosulfoxides

The compound is used in the copper-catalyzed Pummerer reaction of β-ketosulfoxides, providing an efficient method to synthesize polysubstituted thiobenzofuran and 3-alkylthiofuran heterocycles. This application showcases its utility in complex organic syntheses (Parnes, Reiss, & Pappo, 2018) .

Synthesis of Organophosphorus Compounds

Copper(II) trifluoromethanesulfonate is instrumental in the synthesis of organophosphorus compounds through the annulation of propargylic alcohols with diphenylphosphine oxide. This method is notable for its functional-group compatibility and mild conditions, highlighting its practical applications in synthesizing valuable organophosphorus compounds (Li, Han, Zhu, Li, Wei, & Liang, 2017).

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