Phosphorus-nitrogen compounds: The Reactions of Hexachlorocyclotriphosphazatriene with Pentane-1,5-Diol. Nuclear Magnetic Resonance Studies of the Products


TÜRE S.

Phosphorus, Sulfur and Silicon and the Related Elements, vol.188, no.9, pp.1156-1171, 2013 (SCI-Expanded, Scopus) identifier

  • Publication Type: Article / Article
  • Volume: 188 Issue: 9
  • Publication Date: 2013
  • Doi Number: 10.1080/10426507.2012.737878
  • Journal Name: Phosphorus, Sulfur and Silicon and the Related Elements
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1156-1171
  • Keywords: ansa structure, bridged structures, Hexachlorocyclotriphosphazatriene, NMR studies, pentane-1,5-diol, spiro compounds
  • Bilecik Şeyh Edebali University Affiliated: Yes

Abstract

From the reactions of hexachlorocyclotriphosphazatriene, N 3P3Cl6 (1) with pentane-1,5-diol (2) in dichloromethane solution, the following derivatives have been isolated: 2,2-spiro(1′,5′-pentanedioxy)-4,4,6,6- tetrachlorocyclotriphosphazatriene, N3P3Cl 3[O(CH2)2O] (3); its ansa isomer, 1,3-ansa(1′,5′-pentanedioxy)-1,3,5,5- tetrachlorocyclotriphosphazatriene, (4); bis spiro(1′,5′- pentanedioxy)-6,6-dichlorocyclotriphosphazatriene, N3P 3Cl2[O(CH2)5O]2 (5); its spiro-ansa isomer, (1′,5′-pentanedioxy)-1,3- dichlorocyclotriphosphazatriene (6); as well as the bino(1,5-pentanedioxy)-di- (pentachlorocyclotriphosphazatriene), N3P3Cl5 [O(CH2)5O]N3P3Cl5 (7), and tri-bino(1,5-pentanedioxy)-di (trichlorocyclotriphosphazatriene), N 3P3Cl3[O(CH2)5O] 3N3P3Cl3, (8) derivatives. Their structures were established by MS and NMR with the use of 1H, 13C, and 31P spectroscopy. Product types and relative yields are compared with those of the previously investigated diol derivatives. The yield of the mono-ansa product (25%) obtained in this system was considerably increased relative to those of the propane-1,3-diol derivative (11.2%) and decreased relative to the 2,2-dimethyl-propane-1,3-diol (36.2%), and bis(2-hydroxyethyl) ether (34.5%) derivatives. © 2013 Copyright Taylor and Francis Group, LLC.