Villabona Marc, Marco Arnau, Sebastián Rosa M, Guirado Gonzalo, Hernando Jordi
Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, 08193 Cerdanyola del Vallès, Spain.
Centro de Innovación en Química Avanzada (ORFEO-CINQA), Universitat Autònoma de Barcelona, 08193 Cerdanyola del Vallès, Spain.
J Org Chem. 2024 Dec 20;89(24):17991-18002. doi: 10.1021/acs.joc.4c01606. Epub 2024 Nov 30.
The reversible modulation of acidity using molecular photoswitches enables the remote control of a variety of (bio)chemical processes with light. Herein we investigated the structural features that allow amplifying photoinduced p variation in phenol-diarylethene conjugates, which toggle between low- and high-acidity states by switching the conjugation between the ionizable moiety and electron-withdrawing groups upon photoisomerization. By tuning the structure of these conjugates, high p modulation amplitudes were accomplished that surpass those previously reported.
利用分子光开关对酸度进行可逆调制,能够通过光对多种(生物)化学过程进行远程控制。在此,我们研究了能够放大苯酚 - 二芳基乙烯共轭物中光致p变化的结构特征,这些共轭物在光异构化时通过切换可电离部分与吸电子基团之间的共轭作用,在低酸度和高酸度状态之间切换。通过调整这些共轭物的结构,实现了高于先前报道的高p调制幅度。