Open AccessNucleophilic substitution reactions of monofunctional nucleophilic reagents with cyclotriphosphazenes containing 2,2-dioxybiphenyl units
Author(s) -
Esra Tanrıverdi Eçik,
Hanıfe İbişoğlu,
Gönül Yenilmez Çiftçi,
Gizem Demİr,
Eda Erdemir,
Fatma Yüksel
Publication year - 2020
Publication title -
turkish journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.239
H-Index - 46
eISSN - 1303-6130
pISSN - 1300-0527
DOI - 10.3906/kim-1907-45
Subject(s) - nucleophilic substitution , chemistry , aniline , trimethylamine , substitution reaction , nucleophile , reagent , nucleophilic aromatic substitution , crystal structure , medicinal chemistry , stereochemistry , organic chemistry , catalysis
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.