The reactions of 2-trans-6-bis(4-fluorobenzyl)spirocyclotetraphosphazene with primary amines: spectroscopic and crystallographic characterizations

GRAPHICAL ABSTRACT

ABSTRACT

The substitution reactions of 2-trans-6-bis(4-fluorobenzyl)spirocyclotetraphosphazene (3; with a yield of 59%) are carried out with excess alkylamines, benzylamine, n-hexylamine, n-butylamine, n-propylamine and iso-propylamine in THF. As a result of these reactions, the fully substituted tetrabenzylamino (3a), tetrahexylamino (3b), tetrabutylamino (3c), tetrapropylamino (3d), and tetraisopropylamino (3e) 2-trans-6-bis-(4-fluorobenzyl)spirocyclotetraphosphazenes are obtained in high yields. The structural characterizations of the isolated compounds (3a-3e) were confirmed by elemental analyses, mass spectrometry (ESI-MS), Fourier transform infrared (FTIR), heteronuclear single quantum coherence (HSQC), heteronuclear multiple-bond correlation (HMBC) and ¹H, ¹³C{¹H}, ³¹P{¹H} NMR techniques. The solid state and molecular structures of 3a were determined using X-ray crystallography. Two independent molecules were present in its unit cell.

KEYWORDS:

• 2-Trans-6-bis-(4-fluorobenzyl)spirocyclotetraphosphazenes
• substitution reactions
• spectroscopy
• cystallography

Acknowledgments

The author acknowledges to Professors ZeynelKılıç and TuncerHökelek for their helpful discussions in spectroscopy and crystallography.