期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 143, 期 48, 页码 20368-20376出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c09958
关键词
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资金
- National Natural Science Foundation of China [22071247, 21672214]
- Strategic Priority Research Program [XDB20000000]
- Key Research Program of Frontier Sciences of the Chinese Academy of Sciences [QYZDB-SSW-SLH030]
- Natural Science Foundation of Fujian Province [2020J06035]
- Fujian Science & Technology Innovation Laboratory for Optoelectronic Information of China [2021ZR112]
The manipulation of covalent bonds through light-controlled formation/scission provides dual benefits of photoaddressable stability and cleavability. This method shows potential in capturing/releasing bioactive molecules, surface modification, and creating polymers with tailored stability and degradability/recyclability.
The manipulation of covalent bonds could be directed toward degradable, recyclable, and sustainable materials. However, there is an intrinsic conflict between properties of stability and degradability. Here we report light-controlled formation/scission of three types of covalent bonds (C-N, CO, and C-S) through photoswitching between equilibrium and nonequilibrium states of dynamic covalent systems, achieving dual benefits of photoaddressable stability and cleavability. The photocyclization of dithienylethene fused aldehyde ring-chain tautomers turns on the reactivity, incorporating/releasing amines, alcohols, and thiols reversibly with high efficiency, respectively. Upon photocycloreversion the system is shifted to kinetically locked out-of-equilibrium form, enabling remarkable robustness of covalent assemblies. Reaction coupling allows remote and directional control of a diverse range of equilibria and further broadens the scope. Through locking and unlocking covalent linkages with light when needed, the utility is demonstrated with capture/release of bioactive molecules, modification of surfaces, and creation of polymers exhibiting tailored stability and degradability/recyclability. The versatile toolbox for photoswitchable dynamic covalent reactions to toggle matters on and off should be appealing to many endeavors.
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