Citation: Zengming Fan, Wenting Sun, Yue Yang, Jiaxiang Guo, Chuandong Dou, Yue Wang. Organoborane cyclophanes with flexible linkers: Dynamic coordination and photo-responsive fluorescence[J]. Chinese Chemical Letters, ;2023, 34(4): 107729. doi: 10.1016/j.cclet.2022.08.009 shu

Organoborane cyclophanes with flexible linkers: Dynamic coordination and photo-responsive fluorescence

State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, China

chuandong@jlu.edu.cn

Received Date: 2 June 2022
Revised Date: 26 July 2022
Accepted Date: 5 August 2022
Available Online: 10 August 2022

Figures(6)

Stimuli-responsive macrocycles are of importance for synthetic chemistry and smart materials. In this manuscript, we report two novel organoborane cyclophanes, which were successfully synthesized by ruthenium-catalyzed olefin metathesis. They are composed of one/two boron-doped helicene π-skeletons and flexible alkyl chain linkers, thus representing a new kind of non-conjugated organoborane macrocycles. Their cyclic structures and photophysical properties, as well as Lewis acidity were theoretically and experimentally investigated. Notably, two enantiomers in one single crystal are observed for one organoborane cyclophane, owning to the presence of helical π-framework in its cyclic structure. Moreover, their Lewis acid-base adducts may dissociate in the excited state and thus display intriguing photo-responsive fluorescence properties, which can be further modulated by temperature. This study thus provides a novel design strategy for non-conjugated organoborane macrocycles, which may promote the development of stimuli-responsive macrocyclic materials with fascinating properties.
- Cyclophane,
- Organoborane,
- Macrocycle,
- Coordination,
- Photo-responsive fluorescence
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