Background: The cyano group is well-known for its strong electron-withdrawing properties, Effective in producing acrylonitrile when added to ?-conjugated alkene structures. The twisted structures of acrylonitrile help avoid the ACQ phenomenon and induce AIE properties, making acrylonitrile units important in various applications. Aims: Synthesis of acrylonitrile units via cyano aldol condensation by temperature control and study of AIE activity. Methods: The synthesis of diphenyl acrylonitrile units took place in two steps: 1- By o-arylation, linear aldehydes were synthesized, 2- Gradually adding p-ansiyl cyanide to the linear aldehydes in a round flask containing methanol and KOH. Results: Diphenyl acrylonitrile units were synthesized, and their structures were identified using IR, 1HNMR, 13CNMR, and mass techniques. The photophysical results indicated that diphenylacrylonitrile-bearing aldehyde compounds have fluorescence with a wavelength ranging between 400-500 nm and moderate AIE activity. Discussion: The prepared diphenylacrylonitrile-bearing aldehydes units showed moderate AIE activity in the aggregation state, where the fluorescence intensity increases with increasing water percentage in the THF/H2O mixture and reaches its peak at 80%. The reason lies in the fact that the cyano group forms acrylonitrile with twisted structures, which avoids ACQ and enhances the AIE properties. Conclusions: by controlling the temperature and through a facile aldol condensation, phenylacrylonitrile units were synthesized in good yields. Their photophysical properties were studied, and they were found to have moderate AIE activity.

Rehab Katan Aflouk

Usama Ali Muhsen

SYNTHESIS AND PHOTOPHYSICAL PROPERTIES OF NEW DIPHENYLACRYLONITRILE-BEARING ALDEHYDES

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Journal Info

Category	Quartile
CHEMISTRY, MULTIDISCIPLINARY	4