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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 192, 2017 - Issue 2: 27th International Symposium on Organic Chemistry of Sulfur (ISOCS-27)
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Original Articles

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

Petr BeierThe Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Prague, Czech RepublicCorrespondence[email protected]
Pages 212-215 | Received 20 Oct 2016, Accepted 20 Oct 2016, Published online: 04 Nov 2016
 
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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.

Funding

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

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