Development of the Transformation of Fluorinated Industrial Wastes

2016 Fiscal Year Final Research Report

• Project/Area Number: 26550074
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Environmental conscious materials and recycle
• Research Institution: Gunma University
• Principal Investigator: Amii Hideki 群馬大学, 大学院理工学府, 教授 (00284084)
• Project Period (FY): 2014-04-01 – 2016-03-31
• Keywords: リサイクル / フッ素 / 物質変換 / 不活性結合活性化 / 有機フッ素化合物 / カルボアニオン / クロスカップリング

Outline of Final Research Achievements

Fluorine-containing organic molecules play a pivotal role in the remarkable progress of medicinal, agricultural, and material sciences. Nucleophilic introduction of fluoroalkyl groups is one of the most powerful methods for the synthesis of organofluorine compounds. alpha-Fluorobenzyl anions were generated by deprotonation of benzylic fluorides upon treatment with lithium tetramethylpiperidide (LTMP). Nucleophilic reactions using fluorobenzyl anions with electrophiles led to the formation of monofluoroalkyl and difluoroalkyl compounds.
Previously, we reported the catalytic procedure for aromatic trifluoromethylation by the use of trifluoroacetaldehyde hemiaminal derivative as a cross-coupling partner in the presence of 10 mol% of CuI and 1,10-phenanthroline (phen). Afrer undertaking a survey of Cu catalysts, we found that for the cross-coupling reactions with aryl iodides, the use of copper thiophene-2-carboxylate (CuTC) as a source of copper(I) affords much improved results.

Free Research Field

有機化学