A fluorinated phosphite traps alkoxy radicals photogenerated at the air/solid interface of a nanoparticle,Journal of Physical Organic Chemistry

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A fluorinated phosphite traps alkoxy radicals photogenerated at the air/solid interface of a nanoparticle
Journal of Physical Organic Chemistry ( IF 1.9 ) Pub Date : 2020-08-06 , DOI: 10.1002/poc.4115
Goutam Ghosh _{1,

2} , Alexander Greer _{1,

2}

Affiliation

With interests in alkoxy radical formation on natural and artificial surfaces, a physical‐organic study was carried out with a Hammett series of triaryl phosphites (p‐MeO, H, p‐F, and p‐Cl) to trap adsorbed alkoxy radicals on silica nanoparticles. A mechanism which involves PhC (Me)₂O• and EtO• trapping in a cumylethyl peroxide sensitized homolysis reaction is consistent with the results. The p‐F phosphite was able to indirectly monitor the alkoxy radical formation, and ³¹P NMR readily enabled this exploration, but other phosphites of the series such as the p‐MeO phosphite were limited by hydrolysis reactions catalyzed by surface silanol groups. Fluorinated silica nanoparticles helped to suppress the hydrolysis reaction although adventitious water also plays a role in hindering efficient capture of the alkoxy radicals by the phosphite traps.

中文翻译：

氟化亚磷酸酯捕获在纳米颗粒的空气/固体界面处光生的烷氧基

为了研究在自然和人造表面上形成烷氧基的兴趣，利用哈米特系列亚磷酸三芳基酯（p- MeO，H，p- F和p- Cl）进行了物理有机研究，以将吸附的烷氧基捕获在二氧化硅上纳米粒子。结果表明，在过氧化枯基乙基过氧化物致敏的均相反应中涉及PhC（Me）₂ O•和EtO•捕集的机理是一致的。该对- ˚F亚磷酸酯能够间接地监测烷氧基自由基的形成，和³¹ P NMR容易启用此探索，但该系列的其它亚磷酸酯，如对-亚磷酸MeO受到表面硅烷醇基催化的水解反应的限制。氟化二氧化硅纳米颗粒有助于抑制水解反应，尽管不定水在阻碍亚磷酸盐捕集器有效捕获烷氧基方面也发挥了作用。

更新日期：2020-08-06

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