Phosphorus–nitrogen compounds. Part 54. syntheses of chiral amino-4-fluorobenzyl-spiro(N/O)cyclotriphosphazenes: structural and stereogenic properties

Abstract

Although tetrahedrally coordinated pendant-armed heterocyclic phosphazenes are considerably stable, the stereogenic properties of their inorganic ring systems are much less explored. In the present study, the 4-fluorobenzyl-spiro(N/O)tetrachlorocyclotriphosphazene (1) was obtained...

Phosphorus–nitrogen compounds: part 68. Synthesis, characterization, stereogenism, photophysical and bioactivity studies of novel unsymmetrical dispiro(N/N)cyclotriphosphazenes with carbazolyl and 4-chlorobenzyl pendant arms

“…Also, these compounds are racemic mixtures in solution according to the CD spectra, as previously observed in the literature. 17 In addition, the absolute configurations of the stereogenic P-centers of each enantiomer of trans ( 7a ) and cis ( 7b ) isomers were found to be RR′ and RS′, respectively, based on X-ray crystallography data. As a result, it can be stated that the X-ray crystallographic, CSA-added 31 P NMR and CD spectral data are consistent with each other.…”

“…7–11 The chemical, biological and chiral properties of HCCP derivatives can be revealed by making appropriate substituent selections. 12–17 For this purpose, different alkyl/aryl organic substituents containing –OH/–NH/–SH groups are generally used. Nucleophilic substitution reactions of HCCP with bidentate ligands yield spiro, dispiro, trispiro, ansa, bino and dangling architectures.…”

“…It is possible to examine their chiralities by single crystal X-ray crystallography, circular dichroism (CD) and/or chiral solvating agent (CSA)-added 31 P NMR spectroscopy. 1,17,24–26 Organocyclophosphazenes, polyorganophosphazenes and phosphazene dendrimers have a place in various fields such as technology, medicine and industry. Recently, various application areas of some new phosphazene derivatives have been explored.…”

Phosphorus–nitrogen compounds: part 70. Syntheses of tetraaminomono/bis(4-fluorobenzyl)spiro(N/N)cyclotriphosphazenes: structural characterization, Hirshfeld surface analysis and comparative evaluation of esterase activities of hCA I and hCA II isoenzymes

“…Of these compounds, only suitable single crystals of 2b could be obtained by recrystallization from toluene. In the literature, although there are several papers on mono(4-fluorobenzyl)spirocyclotriphosphazenes, 32,33,37,43 there are only three articles involving bis-ones. 34,37,44 The reaction yields of pure 1a , 1b , 2a and 2b were calculated as 60, 78, 65 and 69 percent, respectively.…”

Designing inorganic–organic hybrid molecules based on carbazole/indole-appended cyclotriphosphazenes and the investigation of their photophysical properties

“…The P–N bond length, P–N–P and N–P–N bond angles are quite similar, and the results are compatible with those of previously synthesized cyclotriphosphazene derivatives. 52–55 Although the cyclotriphosphazene skeleton is a planar structure, it can deviate from planarity due to the substituents on it. Here, the ring is deviated from planarity due to the carbazole groups on it.…”