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صفحه اصلی
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بیست و نهمین کنفرانس شیمی آلی ایران
Synthesis of new conjugated derivatives of dihydro-indenopyrrole and study of their reduction reactions
نویسندگان :
مائده زلفعلی زاده ( دانشگاه تبریز )
کلید واژه ها :
Three-component reactions،Dihydroxy-indenopyrrole،Fluorescence emission
چکیده مقاله :
Conjugated polycyclic aromatic substances have always attracted the attention of many scientists, mainly due to their applications as light-emitting diodes (OLED), their electrochemical activities and their applications in solar cells. The electron-rich planar rings can also bind to numerous biomolecules through π-π interactions. Indenopyrroles are among the most important heterocyclic compounds which are mainly found in natural and synthetic organic compounds and have biological activities as protein kinase inhibitors. In this work, we report the three-component reactions between 1-aminopyren (or 1-aminonaphthalene), a 1,3-dicarbonyl and ninhydrin to synthesize new derivatives of dihydroxy-indenopyrrole (Scheme 1). The obtained products were then treated with POCl3 in DMF which led to dehydroxylation (removal of vicinal OH groups), as well as chlorination (at 2-methyl position) to give the corresponding 2-chloromethyl-indenopyrrole derivatives. Thermal hydrolysis of the benzylic chlorides resulted in the final 2-hydroxymethyl substituted products. All the synthesized molecules were characterized by spectroscopy methods and studied in view of emission properties.
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