Articles written in Journal of Chemical Sciences
Volume 128 Issue 11 November 2016 pp 1813-1821 Regular Article
Synthesis, Spectroscopic Properties and DFT Calculation of Novel Pyrrolo[1',5'-a]-1,8-naphthyridine Derivatives through a Facile One-pot Process
GAO-ZHANG GOU BO ZHOU HE-PING YAN YONG HONG WEI LIU SHAO-MING CHI CHAO-YONG MANG
Novel pyrrolo[1',5'-a]-1,8-naphthyridine compounds (L1-L4) have been synthesized through a facile one-pot process by the reaction of the corresponding 1,8-naphthyridines with aliphatic anhydride. The structures were established by spectroscopic data. Further, X-ray crystal analysis of 7-diacetamino-2,4-dimethy-1,8-naphthyridine (L1) identifies its molecular structure and reveals π-π stacking. The synthetic mechanisms for L2, L3 were studied by density functional theory calculations. And a comprehensive study of spectroscopic properties involving experimental data and theoretical studies is presented. L1 exhibited electronic absorption spectrum with λmax at ∼320 nm. L2-L4 exhibited similar electronic absorption spectra with λmax at ∼390 nm that is tentatively assigned to π→π* transition. The assignment was further supported by density functional theory (DFT) calculations.
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