Synthesis and Structural Characterization of a Novel Symmetrical 2,10-Bis-Styryl-1-Benzopyrylium Dye

• Type: Article in International Scientific Journal
• Date: 2018

Authors

Gomes, V (Author) Other; Nuno Mateus (Author) FCUP; Victor de Freitas (Author) FCUP; Luis Cruz (Author) FCUP

Journal

Title: Synlett

Vol. 29

Pages: 1390-1394

ISSN: 0936-5214

Publisher: Thieme

Indexing

ISI Web of Knowledge - 12 Citations

Scopus - 12 Citations

Other information

Authenticus ID: P-00R-A9T

DOI: 10.1055/s-0036-1591978

Abstract (EN): A novel symmetrical 2,10-bis-styryl-1-benzopyrylium dye was synthesized through two steps: In the first reaction an aldol condensation between 2,4,6-trihydroxybenzaldehyde and 3,4-dihydroxymethylstyrylketone gave 5,7,3,4-tetrahydroxy-2-styryl-1-benzopyrylium; and in the second step this latter reacted with the same ketone by a cycloaddition reaction yielding the symmetrical 2,10-bis(3,4-dihydroxystyryl)-pyrano-7-hydroxy-1-benzopyrylium. The dye was fully characterized by LC-DAD/ESI-MS and NMR 1D and 2D techniques, and a formation pathway was proposed. The novel dye obtained revealed extended -conjugation ((max) 556 nm) and catechol groups in its composition, which is very important for applications as a photosensitizer for dye-sensitive solar cells (DSSCs).

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 5