Akademik Veri Yönetim Sistemi
Phosphorus, Sulfur and Silicon and the Related Elements, 2026 (SCI-Expanded, Scopus)
In this present study, monospirocyclotriphosphazenes containing N,N-diisopropylpropane-1,3-diamino and phenoxy (-O-C6H4-R, R = H, Br, CHO, But) substituents were synthesized and their structural properties were investigated. For the synthesis of these compounds, the monospirocyclotriphosphazene 2,2-N3P3[N(i-Pr)CH2CH2CH2N(i-Pr)]Cl4 (1) was first prepared from the reaction of hexachlorocyclotriphosphazene (HCCP, N3P3Cl6) with N,N-diisopropylpropane-1,3-diamine in dichloromethane (CH2Cl2, DCM). Subsequently, compound 1 was allowed to react with the phenols p-R-C6H4-OH (R = H (2), Br (3), CHO (4), But (5)). The nucleophilic substitution reactions of monospirophosphazene 1 with phenols 2–5 were carried out in the presence of cesium carbonate (Cs2CO3), affording the new monospirocyclotriphosphazenes (6, 7a,b and 9) in acetone, and 8 in tetrahydrofuran (THF). All synthesized compounds were obtained under ambient atmospheric conditions without the use of an inert atmosphere. The formation of the phenol-substituted monospirophosphazenes (6, 7a,b, 8 and 9) was monitored by 31P{1H} NMR spectroscopy of the reaction mixtures. The pure monospirophosphazenes (6, 7a, 8 and 9) were characterized by elemental analysis, as well as by 1H,13C, and 31P NMR spectroscopy. In addition, the identities of 7a and 8 were confirmed by high-resolution mass spectrometry (HRMS). Two of these compounds were obtained as fully substituted derivativers, 2,2-N3P3[N(i-Pr)CH2CH2CH2N(i-Pr)](OC6H4R)4 (7a (R = Br), 8 (R = CHO) while the other three were obtained as partially substituted products 2,2-N3P3[N(i-Pr)CH2CH2CH2N(i-Pr)](OC6H4R)3Cl [6 (R = H), 7b (R = Br), 9 (R = But)]. The partially substituted compounds 6, 7b and 9 contain a stereogenic phosphorus center.