Dihydropyrene annelated with dihydrothieno[3.4-b]pyrazine: synthesis and photoswitching property

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論文(Article)

In this study, 9,10-diacetoxyl-2,7-di-tert-butyl-trans-10b,10c-dimethyl-10b,10c-dihydropyrene annelated with a dihydrothieno[3.4-b]pyrazine unit (1a) was prepared, for the first time, from 5,13-di-tert-butyl-8,16-dimethyl-1,2,9,10- tetrahydroxy[2.2]metacyclophane and 3,4-diaminothiophene in two steps. The photoisomerization property of 1 was investigated by UV and 1H-NMR spectroscopies, and the quantitative isomerization between the more stable dihydropyrene (DHP) form and the less stable metacyclophane-diene (MCPD) form was observed. A thermally induced return reaction from the MCPD to the DHP form was examined at various temperatures, and the reaction rate was 0.0049 min-1 at 45°C, which is slower than that of the parent MCPD.

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