Phosphorus-nitrogen compounds. Part 20: Fully substituted spiro-cyclotriphosphazenic lariat (PNP-pivot) ether derivatives


Okumus A., Bilge S., Kilic Z., OZTURK A., HÖKELEK T. , Yilmaz F.

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, cilt.76, ss.401-409, 2010 (SCI İndekslerine Giren Dergi) identifier identifier identifier

  • Cilt numarası: 76
  • Basım Tarihi: 2010
  • Doi Numarası: 10.1016/j.saa.2010.04.007
  • Dergi Adı: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
  • Sayfa Sayıları: ss.401-409

Özet

The condensation reactions of partly substituted spiro-cyclotriphosphazenic lariat (PNP-pivot) ethers, N3P3[(o-NHPhO)(2)R]Cl-4 [where R = -CH2CH2- (1) and -CH2CH2OCH2CH2- (2)] with morpholine and 1,4-dioxa-8-azaspiro[4,5]decane (DASD) produce fully substituted morpholino (3 and 4) and 1,4-dioxa-8-azaspiro[4,5 deca (5 and 6) phosphazenes. These are the new examples of the spiro-cyclophosphazenic lariat ether derivatives with N2Ox (x = 2 and 3) donor type containing 11- and 14-membered macrocycles. The solid state structures of 3, 5 and 6 have been determined by X-ray diffraction techniques. Compound 3 has intermolecular N-H center dot center dot center dot O hydrogen bond, compound 5 has intra- and intermolecular N-H center dot center dot center dot O hydrogen bonds, while compound 6 has intramolecular N-H center dot center dot center dot O and O-H center dot center dot center dot N and intermolecular N-H center dot center dot center dot O and O-H center dot center dot center dot O hydrogen bonds. The correlations of the endocyclic (alpha) and exocyclic (alpha') NPN bond angles with delta P-spiro values are investigated. The structural investigations of 3-6 have been verified by elemental analyses, MS, FTIR, H-1, C-13 and P-31 NMR, DEPT and HETCOR techniques. (C) 2010 Elsevier B.V. All rights reserved.