2-sübstitüe indol bazlı it-çek kromoforlarının optoelektronik özelliklerinin yan grup modifikasyonları ile ayarlanması

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Tezin Türü: Yüksek Lisans

Tezin Yürütüldüğü Kurum: Orta Doğu Teknik Üniversitesi, Fen Bilimleri Enstitüsü, KİMYA ANABİLİM DALI, Türkiye

Tezin Onay Tarihi: 2025

Tezin Dili: İngilizce

Öğrenci: HAZAL KAYAŞ

Danışman: ÇAĞATAY DENGİZ

Açık Arşiv Koleksiyonu: AVESİS Açık Erişim Koleksiyonu

Özet:

Push-pull chromophores have gained considerable interest because of their interesting electrical and optical characteristics, making them valuable in various applications, such as organic photovoltaics and light-emitting diodes. Such chromophores can absorb light over a broad spectrum of wavelengths because they contain highly conjugated backbones. One of the approaches used to synthesize these chromophores is [2+2] cycloaddition-retroelectrocyclization (CA-RE) reactions. This method has the advantage that the reactions take place in a short time with high yields and no by-products are formed. However, the variety of electron-rich alkyne substrates used in these reactions is quite limited in the literature. Alternatively, tricyanovinylation reactions can also be used for the synthesis of push-pull chromophores; moreover, the resulting derivatives exhibit strong nonlinear optical properties, making them suitable for optoelectronic applications. In the first phase of this work, new alkyne derivatives containing N-methylindole and various side groups will be synthesized. Afterward, the target chromophores will be accessed through the reactions of 2-alkynylindoles with electron poor alkene TCNE. Depending on whether the chromophores follow the tricyanovinylation or [2+2] CA-RE synthetic pathways, the nucleophilicity at the C3 position of indole and the activation effect of the substituents at the C2 position can be compared.