Issue 4, 2020
From the journal:

Green Chemistry

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

Simone Cailotto, ORCID logo ‡a   Matteo Negrato,‡a   Salvatore Daniele,a   Rafael Luque, ORCID logo ab   Maurizio Selva, ORCID logo a   Emanuele Amadio ORCID logo *a  and  Alvise Perosa ORCID logo *a  

* Corresponding authors

a Department of Molecular Sciences and Nanosystems, Università Ca’ Foscari Venezia, Via Torino 155, 30172 Venezia Mestre, Italy
E-mail: emanuele.amadio@unive.it, alvise@unive.it

b Departamento de Química Organica, Universidad de Córdoba, Edif. Marie Curie, Ctra Nnal IV-A Km 396, Córdoba, Spain

Abstract

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.

Graphical abstract: Carbon dots as photocatalysts for organic synthesis: metal-free methylene–oxygen-bond photocleavage

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Article information

DOI
https://doi.org/10.1039/C9GC03811F
Article type
Communication
Submitted
05 Nov 2019
Accepted
31 Jan 2020
First published
31 Jan 2020

Green Chem., 2020,22, 1145-1149

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

S. Cailotto, M. Negrato, S. Daniele, R. Luque, M. Selva, E. Amadio and A. Perosa, Green Chem., 2020, 22, 1145 DOI: 10.1039/C9GC03811F

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