Pentakis(trifluoromethyl)benzenediazonium Cation: A Useful Building Block for the Syntheis of Trifluoromethyl-Substituted Derivatives

Agnes Kütt; Franz Werner; Ivari Kaljurand; Ivo Leito; Ilmar A Koppel

doi:10.1002/cplu.201300160

Pentakis(trifluoromethyl)benzenediazonium Cation: A Useful Building Block for the Syntheis of Trifluoromethyl-Substituted Derivatives

Chempluschem. 2013 Sep;78(9):932-936. doi: 10.1002/cplu.201300160. Epub 2013 Jul 10.

Authors

Agnes Kütt¹, Franz Werner², Ivari Kaljurand¹, Ivo Leito¹, Ilmar A Koppel¹

Affiliations

¹ Institute of Chemistry, University of Tartu, 14 A Ravila Street, Tartu, 50411 (Estonia).
² Department of Chemistry, Tallinn University of Technology, 15 Akadeemia tee, 12618, Tallinn (Estonia).

PMID: 31986712
DOI: 10.1002/cplu.201300160

Abstract

The sterically crowded, highly electron-deficient diazonium salt C₆ (CF₃ )₅ N₂ ⁺ BF₄ ^- has been synthesized and sample dediazotization reactions were carried out. New compounds, C₆ (CF₃ )₅ I, C₆ (CF₃ )₅ NO₂ , and C₆ (CF₃ )₅ NO were isolated and identified. Also, a more convenient route to C₆ (CF₃ )₅ NH₂ that gave good yield was achieved.

Keywords: CC coupling; aromatic substitution; diazo compounds; fluorine; radical reactions.

Abstract

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