Butadiene dyes based on 3-(dicyanomethylidene)indan-1-one and 1, 3-bis(dicyanomethylidene)indane: synthesis, characterization and solvatochromic behaviour. Issue 9 (18th January 2016)

• Record Type: Journal Article
• Authors: Francos, Javier; García-Garrido, Sergio E.; Borge, Javier; Suárez, Francisco J.; Cadierno, Victorio
• Is Part Of: RSC advances. Volume 6:Issue 9(2016)
• Page Start: 6858
• Page End: 6867
• Publication Date: 2016-01-18
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c5ra27005g
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : Novel 1, 1-diaryl-substituted butadiene dyes containing 3-(dicyanomethylidene)indan-1-one and 1, 3-bis(dicyanomethylidene)indane have been synthetized, and their light absorption and solvatochromic properties evaluated. Abstract : Novel donor–acceptor butadiene chromophores were synthesized by Knoevenagel condensation of different diaryl-substituted enals with 3-(dicyanomethylidene)indan-1-one and 1, 3-bis(dicyanomethylidene)indane. The structures of two of these compounds were unambiguously confirmed by means of single-crystal X-ray diffraction. The absorption spectra of these dyes, as well as their solvatochromic behaviour, were studied in detail. In addition, DFT and TD-DFT quantum chemical calculations were performed to assess information regarding the topologies and absolute energies of their frontier molecular orbitals, as well as their absorption spectra.