Access to NLO-active donor–acceptor-type spiro compounds via cascade reactions of 3-alkynylindoles and DDQ
Yazarlar (6)
Mahmoud F. Ismail
Middle East Technical University (Metu), Türkiye
Yasemin Ekiz
Middle East Technical University (Metu), Türkiye
Öğr. Gör. Kübra Erden Middle East Technical University (Metu), Türkiye
Prof. Dr. Onur ŞAHİN Sinop Üniversitesi, Türkiye
Prof. Dr. Okan Esentürk Middle East Technical University (Metu), Türkiye
Doç. Dr. Çağatay Dengiz Middle East Technical University (Metu), Türkiye
Makale Türü Özgün Makale (SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale)
Dergi Adı Dyes and Pigments (Q1)
Dergi ISSN 0143-7208 Dergi Bilgileri (2026)
Dergi Tarandığı Indeksler SCI-Expanded
Makale Dili İngilizce Basım Tarihi 11-2026
Kabul Tarihi Yayınlanma Tarihi 01-11-2026
Cilt / Sayı / Sayfa 254 / 1 / 113865– DOI 10.1016/j.dyepig.2026.113865
Makale Linki https://doi.org/10.1016/j.dyepig.2026.113865
UAK Araştırma Alanları
Fen Bilimleri ve Matematik
Özet
In this study, five homoconjugated NLOphore candidates decorated with indole donor groups were synthesized in 55–85% yields via click-type formal [2+2] cycloaddition reactions. The obtained compounds were subsequently transformed into spirocyclic push–pull-type chromophores through thermal rearrangements, affording the corresponding spiro products in 54–80% yields. During the formation of the spiro derivatives, the commonly reported low-yield issue associated with aniline-containing substrates in the literature was successfully overcome through the incorporation of indole donor groups, enabling the efficient formation of the target structures. All target compounds were investigated by UV/vis spectroscopy, thermogravimetric analysis (TGA), theoretical calculations, and custom-made Z-scan experiments. The homoconjugated structures exhibit intramolecular charge-transfer (ICT) absorption bands …
Anahtar Kelimeler
Charge transfer | Click chemistry | Cycloaddition | Donor-acceptor systems | Indole | Nonlinear optics