Phosphorus-nitrogen compounds: Reinvestigation of the reactions of hexachlorocyclotriphosphazene with 1,4-butane- and 1,6-hexane-diols—NMR studies of the products
Phosphorus, Sulfur and Silicon and the Related Elements, vol.191, no.8, pp.1174-1182, 2016 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 191 Issue: 8
- Publication Date: 2016
- Doi Number: 10.1080/10426507.2016.1160238
- Journal Name: Phosphorus, Sulfur and Silicon and the Related Elements
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Page Numbers: pp.1174-1182
- Keywords: 1,4-butane-diol, 1,6-hexane-diol, ansa compounds, bridged derivatives, dangler derivatives, Hexachlorocyclotriphospha-zene, spiro compounds
- Bilecik Şeyh Edebali University Affiliated: Yes
Abstract
© 2016 Taylor & Francis Group, LLC.Reactions of hexachlorocyclotriphosphazene N3P3Cl6(1) with 1,4-butane-(2) and 1,6-hexane-diols (3) in (1:1:2, 1:2:4, and 1:3:6) stoichiometries in THF solution at room temperature (r.t.) and under refluxing conditions yield a total of 15 products: two open chain, N3P3Cl5[O(CH2)nOH] (n = 4, 6) (4, 5), two mono-spiro, N3P3Cl4[O(CH2)nO] (n = 4, 6) (6, 7), two mono-ansa, N3P3Cl4[O(CH2)nO] (n = 4,6) (8, 9), two dispiro, N3P3Cl2[O(CH2)nO]2(n = 4, 6) (10, 11), two spiro-ansa, N3P3Cl2[O(CH2)nO]2(n = 4, 6) (12, 13), one tri-spiro, N3P3[O(CH2)4O]3(14), two single-bridged, N3P3Cl5[O(CH2)nO]N3P3Cl5(n = 4, 6) (15, 16), one double-bridged, N3P3Cl4[O(CH2)6O]2N3P3Cl4(17), and one tri-bridged, N3P3Cl3[O(CH2)6O]3N3P3Cl3(18) derivatives. Their structures have been elucidated by MS,31P, and1H NMR spectroscopy. The results obtained, based on the synthesis, characterization, product types, and the relative yields, are compared with those of previous studies on the reactions of 1 with 1,2-ethane-, 1,3-propane-, 1,4-butane-, 1,5-pentane-, and 1,6-hexane-diols.