Carbon dots as photocatalysts for organic synthesis: metal-free methylene–oxygen-bond photocleavage,Green Chemistry

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Carbon dots as photocatalysts for organic synthesis: metal-free methylene–oxygen-bond photocleavage
Green Chemistry ( IF 9.3 ) Pub Date : 2020/01/31 , DOI: 10.1039/c9gc03811f
Simone Cailotto _{1,

2,

3,

4} , Matteo Negrato _{1,

2,

3,

4} , Salvatore Daniele _{1,

2,

3,

4} , Rafael Luque _{1,

2,

3,

4,

5} , Maurizio Selva _{1,

2,

3,

4} , Emanuele Amadio _{1,

2,

3,

4} , Alvise Perosa _{1,

2,

3,

4}

Affiliation

We report for the first time that irradiation of four different citric acid-derived carbon dots (CDs), in the absence of any other redox mediators, promotes an organic reaction. In this proof-of-concept study methylene-oxygen bond reductive photocleavage in N-methyl-4-picolinium esters is demonstrated. Cyclic voltammetry and UV-Vis spectra of the CDs and of the esters indicate that photocleavage reactivity correlates with the redox properties and the relative energies expressed in the Fermi scale. A photo-fragmentation mechanism is proposed. This study offers a new possibility to employ inexpensive and readily available CDs to promote photo-organic reactions.

中文翻译：

碳点作为有机合成的光催化剂：无金属的亚甲基-氧键光解

我们首次报告，在没有任何其他氧化还原介体的情况下，四个不同柠檬酸衍生的碳点（CD）的辐照会促进有机反应。在该概念验证研究中，证明了N-甲基-4-吡啶鎓酯中亚甲基-氧键的还原光裂解。CD和酯的循环伏安法和UV-Vis光谱表明，光裂解反应性与氧化还原性质和以费米尺度表示的相对能量相关。提出了一种光碎裂机制。这项研究提供了一种新的可能性，即可以使用廉价且容易获得的CD来促进光有机反应。

更新日期：2020-02-24

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