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水中的双稳态芳基偶氮吡唑鎓离子光开关

Bistable Aryl Azopyrazolium Ionic Photoswitches in Water.

作者信息

Gaur Ankit Kumar, Gupta Debapriya, Mahadevan Anjali, Kumar Pravesh, Kumar Himanshu, Nampoothiry Dhanyaj Narayanan, Kaur Navneet, Thakur Sandeep Kumar, Singh Sanjay, Slanina Tomáš, Venkataramani Sugumar

机构信息

Indian Institute of Science Education and Research Mohali, Sector 81, SAS Nagar, Knowledge City, Manauli, Punjab 140 306, India.

Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences, Flemingovo náměstí 542, Prague 6, Prague 160 00, Czech Republic.

出版信息

J Am Chem Soc. 2023 May 17;145(19):10584-10594. doi: 10.1021/jacs.2c13733. Epub 2023 May 3.

DOI:10.1021/jacs.2c13733
PMID:37133353
Abstract

We report a new class of arylazopyrazolium-based ionic photoswitches (AAPIPs). These AAPIPs with different counter ions have been accessed through a modular synthetic approach in high yields. More importantly, the AAPIPs exhibit excellent reversible photoswitching and exceptional thermal stability in water. The effects of solvents, counter ions, substitutions, concentration, pH, and glutathione (GSH) have been evaluated using spectroscopic investigations. The results revealed that the bistability of studied AAPIPs is robust and near quantitative. The thermal half-life of isomers is extremely high in water (up to years), and it can be lowered electronically by the electron-withdrawing groups or highly basic pH.

摘要

我们报道了一类新型的基于芳基偶氮吡唑鎓的离子型光开关(AAPIPs)。通过模块化合成方法已高收率地获得了具有不同抗衡离子的这些AAPIPs。更重要的是,AAPIPs在水中表现出优异的可逆光开关性能和出色的热稳定性。已使用光谱研究评估了溶剂、抗衡离子、取代基、浓度、pH值和谷胱甘肽(GSH)的影响。结果表明,所研究的AAPIPs的双稳态很强且接近定量。异构体在水中的热半衰期极高(长达数年),并且可以通过吸电子基团或高碱性pH值以电子方式降低。

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