| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1314417 | Journal of Fluorine Chemistry | 2013 | 9 Pages |
•First examples of butadiyne derived fluorinated cyclophosphazenes.•Both mono and geminally disubstituted products obtained.•Geminal compounds with both alkyne and butadiyne units also synthesized.•Structural studies indicate unprecedented stacking of P3N3F5 units.
The first examples of butadiyne derived cyclic fluorophosphazenes have been synthesized and structurally characterized. A reaction of PhCCCCLi with P3N3F6 yielded the phenylbutadiyne monosubstituted fluorophosphazene, [PhCCCC(F)PN](PNF2)2 (1) along with the geminally disubstituted fluorophosphazene [(PhCCCC)2PN](PNF2)2 (2), while an analogous reaction of FcCCCCLi (Fc = ferrocenyl) with N3P3F6 gave the ferrocenylbutiadiyne monosubstituted fluorophosphazene, [FcCCCC(F)PN](PNF2)2 (3) and the geminally disubstituted fluorophosphazene [(FcCCCC)2PN](PNF2)2 (4). Compound 1 on reaction with FcCCLi yielded the unsymmetrical geminally disubstituted compound [(FcCC)(PhCCCC)PN](F2PN)2 (5). Reactions of compound 3 with PhCCLi and FcCCLi, also resulted in unsymmetrically disubstituted fluorophosphazenes [(PhCC)(FcCCCC)PN](F2PN)2 (6) and [(FcCC)(FcCCCC)PN](F2PN)2 (7), having both butadiyne and alkyne units on the same phosphorus atom of the heterocycle. All new compounds were characterized by IR, NMR [1H, 13C{1H}, 31P{1H}, and 19F{1H}] and HRMS studies. Compounds 1, 2, 4 and 5 have also been structurally characterized.
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