Cyclohepta[ c ]furan-based fluorophores: Synthesis, optical properties, solvatochromism and DFT study

What is it about?

Various cyclohepta[c]furan derivatives with various substituents at 1,3- and 5,7-positions were synthesized and their optical properties were investigated. Like azulene, cyclohepta[c]furan derivatives are expected to exhibit characteristic photophysical behavior. However, 6H-cyclohepta[c]furan itself can not obtain aromatic stabilization. In addition, because cyclohepta[c]furan itself do not emit fluorescence, its optical properties have not been of interest so far. We modified cyclohepta[c]furan-5,7-dicarbaldehydes to realize characteristic luminescence.

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Why is it important?

We focused on the cyclohepta[c]furan skeleton. Although this skeleton is found in some plants, its optical properties have not gained interest. Cyclohepta[c]furan-5,7-dicarbaldehyde came to exhibit fluorescence by introducing aryl groups at 1,3-position. Photophysical behavior of cyclohepta[c]furan derivatives were reproduced by DFT calculations.