de Sousa J Alejandro, Bejarano Francesc, Gutiérrez Diego, Leroux Yann R, Nowik-Boltyk Ewa Malgorzata, Junghoefer Tobias, Giangrisostomi Erika, Ovsyannikov Ruslan, Casu Maria Benedetta, Veciana Jaume, Mas-Torrent Marta, Fabre Bruno, Rovira Concepció, Crivillers Núria
Institut de Ciència de Materials de Barcelona (ICMAB-CSIC) , Networking Research Center on Bioengineering Biomaterials and Nanomedicine (CIBER-BBN) , Campus de la UAB , 08193 Bellaterra , Spain . Email:
Laboratorio de Electroquímica , Departamento de Química , Facultad de Ciencias , Universidad de los Andes , 5101 Mérida , Venezuela.
Chem Sci. 2019 Nov 20;11(2):516-524. doi: 10.1039/c9sc04499j. eCollection 2020 Jan 14.
The incorporation of terminal alkynes into the chemical structure of persistent organic perchlorotriphenylmethyl (PTM) radicals provides new chemical tools to expand their potential applications. In this work, this is demonstrated by the chemical functionalization of two types of substrates, hydrogenated SiO-free silicon (Si-H) and gold, and, by exploiting the click chemistry, scarcely used with organic radicals, to synthesise multifunctional systems. On one hand, the one-step functionalization of Si-H allows a light-triggered capacitance switch to be successfully achieved under electrochemical conditions. On the other hand, the click reaction between the alkyne-terminated PTM radical and a ferrocene azide derivative, used here as a model azide system, leads to a multistate electrochemical switch. The successful post-surface modification makes the self-assembled monolayers reported here an appealing platform to synthesise multifunctional systems grafted on surfaces.
将末端炔烃引入持久性有机三苯基甲基氯自由基（PTM）的化学结构中，为拓展其潜在应用提供了新的化学工具。在这项工作中，通过对两种类型的底物（氢化无硅氧化硅（Si-H）和金）进行化学功能化，并利用与有机自由基很少使用的点击化学来合成多功能体系，证明了这一点。一方面，Si-H的一步功能化使得在电化学条件下成功实现光触发电容开关。另一方面，炔基封端的PTM自由基与二茂铁叠氮化物衍生物（这里用作模型叠氮化物体系）之间的点击反应导致了多态电化学开关。成功的表面后修饰使得本文报道的自组装单分子层成为合成接枝在表面上的多功能体系的有吸引力的平台。
