RT Journal Article
T1 Red-emitting tetracoordinate organoboron chelates : synthesis, photophysical properties, and fluorescence microscopy
A1 Fernandes Pais, Vania Cristina
A1 Ramírez López, Pedro
A1 Romero Arenas, Antonio
A1 Collado, Daniel
A1 Nájera, Francisco
A1 Pérez Inestrosa, Ezequiel
A1 Fernández, Rosario
A1 Lassaletta, José M.
A1 Ros, Abel
A1 Pischel, Uwe
AB Seven tetra-coordinate organoboron fluorophores with hetero-biaryl N,O or N,N chelate ligands were prepared and photophysically characterized (in toluene). The electronic variation of the heteroaromatic moiety provided a means for the fine-tuning of the UV/vis-absorption and emission spectra. In the most interesting cases the spectra were re-shifted to maximum absorb-ance at wavelengths longer than 500 nm and emission maxima between 620 and 660 nm. The pronounced intramolecular charge-transfer character of the dyes yielded large Stokes shifts (3500–5100 cm–1), while maintaining appreciable fluorescence quantum yields of up to 0.2 for emission maxima longer than 600 nm. The lipophilic character of the dyes enabled their application as stains of vesicle substructures in confocal fluorescence microscopy imaging.
PB American Chemical Society
SN 0022-3263
SN 1520-6904
YR 2016
FD 2016
LK http://hdl.handle.net/10272/14654
UL http://hdl.handle.net/10272/14654
LA spa
NO Fernandes Pais, V. C., Ramírez López, P., Romero Arenas, A., Collado, D., Nájera, F., Pérez Inestrosa, E., Fernández, R., Lassaletta, J.M., Ros, A., Pischel, U.: "Red-emitting tetracoordinate organoboron chelates : synthesis, photophysical properties, and fluorescence microscopy". Journal of Organic Chemistry. Vol. 81 (20), págs. 9605–9611, (2016). DOI: 10.1021/acs.joc.6b01569
NO The funding by the Spanish Ministry of Economy and Competitiveness (Grants CTQ2014-54729-C2-1-P for U.P., CTQ2013-48164-C2-1-P, CTQ2013-48164-C2-2-P for A.R., CTQ2013-41339-P and CTQ2015-71896-REDT for E.P.I., Ramon y Cajal contract RYC-2013-12585 for A.R.), the European Union (FEDER), and the Andalusian Government (Grants 2012/FQM-2140 for U.P., 2009/FQM-4537 and 2012/FQM-1078 for A.R., postdoctoral contract for V.F.P.) is acknowledged. Furthermore, we are thankful for the provided access to the Supercomputing and Bioinformatics Center (University of Malaga).
DS Repositorio Institucional de la Universidad de Huelva
RD 30 may 2026