Synthesis and Photochromism of Diazocine Derivatives:Relationship Between Photoswitching Properties and Molecular Structures  

作　　者：WANG Yaxin CHEN Yulan 

机构地区：[1]Key Laboratory of Organic Integrated Circuit,Ministry of Education&Tianjin Key Laboratory of Molecular Optoelectronic Sciences,Department of Chemistry,School of Science,Tianjin University,Tianjin,300072,P.R.China [2]State Key Laboratory of Supramolecular Structure and Materials,College of Chemistry,Jilin University,Changchun,130012,P.R.China

出　　处：《Chemical Research in Chinese Universities》2025年第1期33-39,共7页高等学校化学研究(英文版)

基　　金：supported by the National Natural Science Foundation of China(Nos.22275068 and 21975178);the Open Project of the State Key Laboratory of Supramolecular Structure and Materials of China.

摘　　要：We design and synthesize five novel diazocine derivatives,using diazocine as the core,amide or imine bonds as the connecting units attached with different peripheral substituents.The photoisomerization yield and thermal stability of these derivatives are tested by^(1)H NMR and UV-Vis absorption spectroscopy.Among them,the imine-linked derivative exhibits the lowest photoisomerization efficiency,while the amide-linked ones show an elevated switching efficiency in transitioning from the cis to the trans configuration,compared to the unmodified 3,3′-diamino-diazocine.Furthermore,based on experiments together with density functional theory(DFT)calculations,we find that the thermal stability of these derivatives is associated with the electron cloud density and steric hindrance of their substituents.Owing to these unique photophysical properties,diazocine derivatives provide a foundation for the development and application of molecular optical switches.

关 键 词：Diazocine PHOTOISOMERIZATION Thermal stability 

分 类 号：O62[理学—有机化学]