RT Journal Article
T1 Strongly Emissive and Photostable Four‐Coordinate Organoboron N,C Chelates and Their Use in Fluorescence Microscopy
A1 Fernandes Pais, Vania Cristina
A1 Alcaide, María M.
A1 Pischel, Uwe
AB Six strongly fluorescent four-coordinate organoboron N,C chelates containing an aryl isoquinoline skeleton were prepared. Remarkably, the fluorescence quantum yields reach values of up to 0.74 in oxygen-free toluene. The strong B-N interaction was corroborated by the single-crystal X-ray analysis of two dyes. The intramolecular charge-transfer character of the fluorophores was evidenced by solvatochromism studies and time-dependent DFT calculations at the PCM(toluene)/CAM-B3LYP/6-311++G(2d,p)//PCM(toluene)/B3LYP/6-311G(2d,p) level of theory. The compounds combine high chemical stability with high photostability, especially when equipped with electron-donating substituents. The strong fluorescence and the large Stokes shifts predestine these compounds for use in confocal fluorescence microscopy. This was demonstrated for the imaging of the N13 mouse microglial cell line. Moreover, significant two-photon absorption cross sections (up to 61 GM) allow the use of excitation wavelengths in the near-infrared region (>800 nm)
PB Wiley
SN 0947-6539
SN 1521-3765 (electrónico)
YR 2015
FD 2015
LK http://hdl.handle.net/10272/14633
UL http://hdl.handle.net/10272/14633
LA eng
NO Fernandes Pais, V.C., Alcaide, M.M., Pischel, U... [et al.]: "Strongly Emissive and Photostable Four‐Coordinate Organoboron N,C Chelates and Their Use in Fluorescence Microscopy". Chemistry - A European Journal. Vol. 21, n. 3, págs. 15369-15376, (2015). DOI: 10.1002/chem.201501626
NO The financial support by the Spanish MINECO (CTQ2014-54729-C2-1-P for U.P., CTQ2013-48164-C2-1-P, CTQ2013-48164-C2-2-P for A.R., CTQ2013-41339-P for E.P.I., FPU fellowship for R.L-R., Ramon y Cajal contract RYC-2013-12585 for A.R.), the European Union (FEDER), and the Junta de Andalucia (2012/FQM-2140 for U.P., 2009/FQM-4537, 2012/FQM-1078 for A.R., postdoctoral contract for V.F.P.) is acknowledged. We are grateful for the access to the Supercomputing and Bioinformatics Center (University of Malaga) and the provided technical support. Tristan Neumann (exchange student from the University of Kiel, Germany) performed preliminary experiments.
DS Repositorio Institucional de la Universidad de Huelva
RD 31 may 2026