Oxidative desulfurization-fluorination: A facile entry to a wide variety of organofluorine compounds leading to novel liquid-crystalline materials

Citation
M. Kuroboshi et al., Oxidative desulfurization-fluorination: A facile entry to a wide variety of organofluorine compounds leading to novel liquid-crystalline materials, ADV SYNTH C, 343(3), 2001, pp. 235-250
Citations number
135
Language
INGLESE
art.tipo
Review
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ADVANCED SYNTHESIS & CATALYSIS
ISSN journal
1615-4150 → ACNP
Volume
343
Issue
3
Year of publication
2001
Pages
235 - 250
Database
ISI
SICI code
1615-4150(200104)343:3<235:ODAFET>2.0.ZU;2-U
Abstract
The oxidative desulfurization-fluorination reaction of organosulfur compoun ds using an N-haloimide and a fluoride source is demonstrated to be an effe ctive and mild fluorination method that allows us to synthesize in high yie lds with high chemoselectivity various types of gem-difluoro compounds, tri fluoromethyl-substituted (hetero)-aromatics, trifluoromethyl ethers, and N- trifluoromethylanilines. Herein briefly summarized are the synthetic proced ures as well as the scape and limitations of the. reaction. The applicabili ty of the reaction is demonstrated by the synthesis of a difluorinated glut amic acid and novel liquid-crystalline materials having an N-trifluoromethy lamino, trifluoromethoxy, or 1,2-difluoroethylene group. The fluorine-conta ining liquid-crystalline materials are compared with the corresponding non- fluorinated materials in respect to phase transition behaviors and electro- optical properties and shown to be suitable for not only super twisted nema tic (STN) but also for thin film transistor (TFT)-addressed liquid crystals displays.