Journal of fluorine chemistry

Reactivity study of 1, 1, 2, 4, 4, 5, 7, 7, 8, 8, 9, 9, 9-tridecafluoro-5-trifluoromethyl-3, 6-dioxanon-1-ene in nucleophilic reactions: fluorination properties of secondary …

I Dlouhá, J Kvičala, O Paleta

Index: Dlouha, Ivona; Kvicala, Jaroslav; Paleta, Oldrich Journal of Fluorine Chemistry, 2002 , vol. 117, # 2 p. 149 - 159

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Citation Number: 14

Abstract

A series of nucleophiles was reacted with 1, 1, 2, 4, 4, 5, 7, 7, 8, 8, 9, 9, 9-tridecafluoro-5- trifluoromethyl-3, 6-dioxanon-1-ene (1) as a representative of perfluoro (alkyl vinyl ethers). All reactions were completely regioselective with the nucleophilic attack at the terminal carbon atom. Reactions of hydroxy compounds, thiols and sec-amines afforded addition products, but butyllithium, tributylphosphane or complex hydrides caused displacement of ...