AI Article Synopsis
- - A new compound, Dibenzo-7-phosphanorbornadiene-substituted diazene MesNP, was synthesized using a specific chemical reaction involving [PhBP][Na(OEt)] and [MesN]OTf in tetrahydrofuran, resulting in a 14% yield.
- - When this compound was treated with various unsaturated molecules like cyclooctyne and phosphaethynolate, it produced phosphaazide-(phospha)alkyne cycloadducts, losing anthracene in yields of 65%, 49%, and 38%.
- - Additionally, a diazatriphosphole was created from MesNP and phosphorus, and its
Article Abstract
Dibenzo-7-phosphanorbornadiene-substituted diazene MesNP (, where Mes = mesityl, = anthracene, or CH), a synthetic equivalent of mesitylphosphaazide (MesNP) and anthracene, was synthesized by treatment of [PhBP][Na(OEt)] with [MesN]OTf (OTf = CFSO) in thawing tetrahydrofuran (14% isolated yield). Treatment of with unsaturated molecules cyclooctyne, [Na(dioxane)][OCP] (phosphaethynolate), and Ad-C≡P (Ad = adamantyl) results in the corresponding [3 + 2] phosphaazide-(phospha)alkyne cycloadducts, with concomitant loss of anthracene in 65%, 49%, and 38% isolated yield, respectively. Structural data for the phosphaethynolate cycloadduct ([][Na(12-crown-4)]) were obtained in a single-crystal X-ray diffraction study. A diazatriphosphole was generated by combining with P, a thermally activated anthracene-based molecular precursor to diphosphorus (P). Thermolysis (33-65 °C) of in benzene- leads to anthracene extrusion. This process has a unimolecular kinetic profile and proceeds with activation parameters of Δ = 21.6 ± 0.3 kcal/mol and Δ= -4.9 ± 0.8 cal/(mol K).
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