- The reaction of red phosphorus with 1-bromonaphthalene in the KOH-DMSO system: Synthesis of tri(1-naphthyl)phosphane
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Red phosphorus reacts with 1-bromonaphthalene in the KOH-DMSO system upon heating (47-70°C, 3 h) to give tri(1-naphthyl)phosphane in 10% yield. Microwave activation (600 W, 6 min) of the reaction affords the above-mentioned phosphane in 25% yield.
- Kuimov, Vladimir A.,Malysheva, Svetlana F.,Gusarova, Nina K.,Vakul'Skaya, Tamara I.,Khutsishvili, Spartak S.,Trofimov, Boris A.
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- Reaction of 1-bromonaphthalene with PH3 in the t-BuOK/DMSO system: PCl3-free synthesis of di(1-naphthyl)phosphine and its oxide
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The phosphine, generated together with hydrogen from red phosphorus and aqueous KOH, reacts with 1-bromonaphthalene in the t-BuOK/DMSO system under mild conditions (70 °C, atmospheric pressure) to give di(1-naphthyl)phosphine, which is easily oxidized in the presence of air to afford di(1-naphthyl)phosphine oxide in 45% preparative yield. Tri(1-naphthyl)phosphine and naphthalene are also formed in the reaction in 23 and 27% yield, respectively. According to ESR and UV data, the studied phosphination of 1-bromonaphthalene involves a single electron transfer process.
- Kuimov, Vladimir A.,Matveeva, Elena A.,Khutsishvili, Spartak S.,Vakul'skaya, Tamara I.,Sinegovskaya, Lidiya M.,Malysheva, Svetlana F.,Gusarova, Nina K.,Trofimov, Boris A.
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p. 4723 - 4729
(2017/07/17)
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