Ansa versus spiro selectivity in substitution reactions of a mono ansa fluorodioxycyclotriphosphazene derivative with diols

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• 作者：Ceylan Mutlu ; Serap Beşli ; ^{besli@gtu.edu.tr" class="auth_mail" title="E-mail the corresponding author} ; Fatma Yuksel
• 关键词：Cyclophosphazene ; Fluorodiol ; Ansa ring ; Crystal structure ; Spiro selectivity
• 刊名：Polyhedron
• 出版年：2015
• 出版时间：4 November 2015
• 年：2015
• 卷：100
• 期：Complete
• 页码：146-154
• 全文大小：1469 K

文摘

In this study, regio-selectivity in the nucleophilic substitution reactions of a mono ansa fluorodioxycyclotriphosphazene derivative with diols has been investigated. The cyclotriphosphazene derivative, N₃P₃Cl₄[OCH₂(CF₂)₃CH₂O] (1), was reacted with the disodium salts of 1,3-propanediol and tetraethyleneglycol in THF solution at a 1:1 M ratio and eight new products (2–6, 7a, 7b and 8) were formed. These products were separated and characterized by elemental analysis, mass spectrometry, ¹H and ³¹P NMR spectroscopy. The crystal structures of 2, 3, 5, 6 and 7a have been characterized by X-ray crystallography. The spiro derivatives (3, 6) were formed as the major product in the reactions of compound 1 with both diols.