DMABI tripod structures with sensing capabilities: synthesis, characterization and fluorescence analysis

• Type: Article in International Scientific Journal
• Date: 2016

Authors

Contreras Caceres, R (Author) Other; Dona, M (Author) Other; Rosa Lopez Ramirez, MR (Author) Other; Algarra, M (Author) Other; Hierrezuelo, J (Author) Other; Angel Casado Rodriguez, MA (Author) Other; Sanchez Molina, M (Author) Other; Diaz, A (Author) Other; Campos, BB (Author) Other; Joaquim C G E Esteves da Silva (Author) FCUP; Manuel Lopez Romero, JM (Author) Other

Journal

Title: New Journal of Chemistry

Vol. 40

Pages: 2393-2400

ISSN: 1144-0546

Publisher: Royal Society of Chemistry

Indexing

ISI Web of Knowledge - 2 Citations

Scopus - 2 Citations

Other information

Authenticus ID: P-00K-BN4

DOI: 10.1039/c5nj03613e

Abstract (EN): We present herein the synthesis, and the structural and spectroscopic analysis of a non-planar tripod-shaped p-(N,N'-dimethylamino) benzyliden-1,3-indandione (DMABI) chromophore. This novel molecule is composed of a Si core with three incorporated arms, each of them contains a 1,3-indandione derivative with an electron donating (-NMe2) group, thus providing fluorescence capabilities. We prepared a DMABI arm by coupling a p-(N,N'-dimethylamino) benzaldehyde (DMAB) tripod substituted molecule with 1,3-indandione via aldol condensation. The structures of DMAB-tripods were confirmed by spectroscopic data and studied by quantum chemical calculations. Fluorescence spectroscopy was used for optical characterization. Quantum yields and the corresponding lifetimes reveal typical characteristics of conjugated derivatives. Finally, we monitored the enhancement in fluorescence intensity of compound 1 in the presence of 4-chloro-2,6-dinitroaniline (4CDNA) in the range between 0 and 20 mg L-1. We justify this enhancement by calculated energies and the distribution of the HOMO and the LUMO for DMABI-tripod and 4CDNA.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 8