The interest in life science and material industries in novel fluorine containing substituents is nowdays prevalent One of such fluorine containing groups which has gained considerable attention recently, mainly in crop science and liquid crystal industries, is the pentafluorosulfanyl group. The SF5 group brings about an unusual combination of properties to organic compounds such as high lipophilicity and strong electron withdrawing character with high thermal and hydrolytic stability. However, the lack of good synthetic routes available for the preparation of these compounds and inaccessibility of basic building blocks are currently the main constraints to the exploration of chemistry and development of applications of compounds with the SF5 group.We have developed new synthetic methodologies towards various SF5-benzene derivatives starting from nitro-(pentafluorosulfanyl)benzenes. Employing nucleophilic aromatic substitution for the nitro group or vicarious nucleophilic substitution for hydrogen we have shown access to number of selectively substituted SF5-benzenes and SF5-containing heteroaromatics.  References:P. Beier, T. Past�r�kov�, N. Vida, G. Iakobson: Org. Lett. 2011  , 13, 1466�1469.P. Beier, T. Past�r�kov�, G. Iakobson: J. Org. Chem. 2011  , 76, 4781�4786.P. Beier, T. Past�r�kov�: Tetrahedron Lett. 2011  , 52, 4392�4394.

New route towards SF<sub>5</sub>-containing aromatic and heteroaromatic compounds

243rd National Meeting (2012)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.

New route towards SF5-containing aromatic and heteroaromatic compounds

New route towards SF₅-containing aromatic and heteroaromatic compounds