An Unprecedented Photochemical Reaction for Anthracene‐Containing Derivatives |
| |
| Authors: | Dr Jiang‐Lin Zhao Dr Xue‐Kai Jiang Dr Chong Wu Dr Chuan‐Zeng Wang Prof Xi Zeng Prof Carl Redshaw Prof?Dr Takehiko Yamato |
| |
| Institution: | 1. Department of Applied Chemistry, Faculty of Science and Engineering, Saga University, Saga, Japan;2. Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang, Guizhou, China;3. Department of Chemistry, The University of Hull, Hull, Yorkshire, UK |
| |
| Abstract: | A series of anthracene‐containing derivatives have been synthesised and characterised. The photochemical behaviour of these derivatives have been investigated by 1H NMR spectroscopy. An unprecedented photolysis reaction for anthracene‐containing derivatives was observed in the case of anthracenes directly armed with a ‐CH2O‐R group upon UV irradiation. The photolysis reaction process has been demonstrated to occur in three steps. Firstly, the anthracene‐containing derivatives are converted into the corresponding endoperoxide intermediate upon UV irradiation in the presence of air; then, the endoperoxide intermediate is decomposed to the corresponding starting compound and 9‐anthraldehyde; finally, 9‐anthraldehyde is further oxidised to anthraquinone. Additionally, the photolysis reaction of anthracene‐containing derivatives is significantly promoted in the presence of a thiacalix4]arene platform. |
| |
| Keywords: | calixarenes photochemistry polycycles reaction mechanism singlet oxygen |
|
|
