Nucleophilic substitution reactions of monofunctional nucleophilic reagents with cyclotriphosphazenes containing 2,2-dioxybiphenyl units

Esra Tanriverdİ EÇİk; Hanife İbİŞoĞlu; Gönül Yenİlmez ÇİftÇİ; Gizem Demİr; Eda Erdemİr; Fatma YÜksel

doi:10.3906/kim-1907-45

Nucleophilic substitution reactions of monofunctional nucleophilic reagents with cyclotriphosphazenes containing 2,2-dioxybiphenyl units

Turk J Chem. 2020 Feb 11;44(1):87-98. doi: 10.3906/kim-1907-45. eCollection 2020.

Authors

Esra Tanriverdİ EÇİk¹, Hanife İbİŞoĞlu², Gönül Yenİlmez ÇİftÇİ², Gizem Demİr², Eda Erdemİr², Fatma YÜksel²

Affiliations

¹ Department of Chemistry, Faculty of Science, Atatürk University, Erzurum Turkey.
² Department of Chemistry, Faculty of Science, Gebze Technical University, Gebze, Kocaeli Turkey.

Abstract

The nucleophilic substitution reactions of mono- and bis-spiro-2,2' -dioxybiphenyl cyclotriphosphazenes (3 and 4) with cyclopropanemethylamine (5) and aniline (6) were performed in the presence of trimethylamine in THF. Five novel cyclopropanemethylamino- and anilino-substituted spiro-2,2' -dioxybiphenyl cyclotriphosphazene derivatives (7-11) were obtained from these reactions. The molecular structures of the new cyclotriphosphazene derivatives (7-11) were characterized by elemental analysis, MALDI-TOF MS, FT-IR, and NMR ( ³¹ P and ¹ H) spectroscopies. The structure of the spiro-(2,2' -dioxybiphenyl)-bis-(anilino)-cyclotriphosphazene (11) was also determined by single-crystal X-ray crystallography.

Keywords: 2,2′ -dihydroxybiphenyl; Cyclotriphosphazene; NMR; X-ray.