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

Abstract

Organic-inorganic hybrid multi-heterocyclic unsymmetrical cis/trans dispirocyclotriphosphazenes with different pendant arms were obtained to investigate their spectral, stereogenic, photophysical and bioactivity properties. To prepare these phosphazenes, the starting compounds tetrachloro(4-chlorobenzyl)spiro(N/N)cyclotriphosphazenes, (ClBzSpiro-5)R1(N3P3)Cl4...

Phosphorus–nitrogen compounds: part 71. Novel unsymmetrically-substituted dispiro-cyclotriphosphazenes: synthesis, characterization, antituberculosis activity, and phototunable charge storage studies

“…2 and 3, respectively. Consistent with the previously reported studies, [21][22][23] it was determined that the yields of the trans isomers (average 51%) were also higher than those of the cis derivatives (average 37%) in this study. The reason for this is thought to be steric hindrances caused by the cis-bulky groups.…”

“…In addition to the studies on symmetrical dispirophosphazenes in the literature, a few studies on unsymmetrical-substituted dispirophosphazenes have also been encountered. [22][23][24][25][26][27] As expected, these phosphazenes may also have stereogenic P-centers. Therefore, they can occur as a mixture of chiral isomers.…”

“…These findings are compatible with the literature data. [21][22][23] The 13 C and 1 H NMR spectra of the unsymmetrical dispirophosphazenes (6a, 7a, 10a, 11a, 6b, 7b, 10b and 11b) were carefully interpreted, and their chemical shifts, multiplicities and coupling constants are presented in Tables S1 and S2 (ESI †).…”

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

“…[18][19][20][21] Due to the emerging potential applications of functionalized carbazoles, indole groups and cyclotriphosphazene cores as organic and inorganic molecules, it is worthwhile to design and synthesize organic-inorganic functional molecules, which are expected to possess good photophysical properties. Although many cyclotriphosphazene derivatives containing carbazole groups have been reported in the literature, [22][23][24][25][26] surprisingly, indole-related cyclotriphosphazenes have been very rarely been studied. 27,28 To the best of our knowledge, the combination of cyclotriphosphazene and heterocyclic carbazole and indole groups substituted with an ethoxy group at the N position has not been reported yet.…”