Synthesis and reactivity of novel sulfur pentafluorides—Effect of the SF₅ group on reactivity of nitrobenzenes in nucleophilic substitution

GRAPHICAL ABSTRACT

ABSTRACT

The latest achievements in the synthesis of aromatic and heteroaromatic pentafluorosulfanyl-substituted compounds by nucleophilic substitution approach are summarized. The effect of the SF₅ group on relative reactivities in a model vicarious nucleophilic substitution (VNS) is reported. The pentafluorosulfanyl group was found to activate nitrobenzenes for VNS more strongly than trifluoromethyl or cyano groups.

KEYWORDS:

• Nucleophilic substitution
• sulfur
• fluorine
• reaction rate

Funding

Financial support from the Academy of Sciences of the Czech Republic (Research Plan RVO: 61388963) is gratefully acknowledged.