Preparation and Characterization of Alkenyl Aryl Tetrafluoro-λ6-sulfanes

• Published in: Angewandte Chemie International Edition Vol. 53; no. 2; pp. 526 - 529
• Main Authors: Zhong, Linbin, Savoie, Paul R., Filatov, Alexander S., Welch, John T.
• Format: Journal Article
• Language: English; Japanese
• Published: Weinheim WILEY-VCH Verlag 07.01.2014; WILEY‐VCH Verlag
• Subjects: fluorine; radicals; structure elucidation; substituent effects; sulfur
• ISSN: 1433-7851; 1521-3773
• DOI: 10.1002/anie.201306507

Substituted alkenyl aryl tetrafluoro‐λ6‐sulfanes have been prepared by the direct addition of readily accessible chlorotetrafluorosulfanyl arenes to primary alkynes. Substitution of an apical fluorine of the pentafluorosulfanyl group enables modulation of the reactivity of this little explored functional group while at the same time facilitating the direct investigation of aryl substituent effects on the aryl tetrafluorosulfanyl‐substituted products. Something to that effect: The title compounds have been prepared by the direct addition of readily accessible chlorotetrafluorosulfanyl arenes to primary alkynes. Substitution of the apical fluorine of the pentafluorosulfanyl group enables modulation of the reactivity of this functional group, while at the same time facilitating the direct investigation of effects of the aryl substituent on the aryl tetrafluorosulfanyl‐substituted products.