Artículo
Azaborahelicene fluorophores derived from four-coordinate N,C-boron chelates: synthesis, photophysical and chiroptical properties
Autor/es | Vázquez Domínguez, Pablo
Rizo, José Francisco Arteaga, Jesús F. Jacquemin, Denis Favereau, Ludovic Ros, Abel Pischel, Uwe |
Departamento | Universidad de Sevilla. Departamento de Química orgánica |
Fecha de publicación | 2023-12-12 |
Fecha de depósito | 2024-05-14 |
Publicado en |
|
Resumen | A series of six azaborahelicenes with varying electron-donor substitution at the 4-position of the aryl
residue (i.e., naphthyl) or with variable π-extension of the aryl residue (thianthrenyl, anthryl, pyrenyl) was
prepared ... A series of six azaborahelicenes with varying electron-donor substitution at the 4-position of the aryl residue (i.e., naphthyl) or with variable π-extension of the aryl residue (thianthrenyl, anthryl, pyrenyl) was prepared with an efficient and flexible synthetic protocol. These different types of functionalization afforded notably pronounced intramolecular charge-transfer (ICT) character for the dyes with the strongest electron donor substitution (NMe2) or easiest to oxidize aryl residues, as evidenced by photophysical investigations. These effects also impact the corresponding chiroptical properties of the separated M- and P-enantiomers, which notably display circularly polarized luminescence (CPL) with dissymmetry factors in the order of magnitude of 10−4 to 10−3 . Theoretical calculations confirm the optical spectroscopy data and are in agreement with the proposed involvement of ICT processes. |
Agencias financiadoras | Ministerio de Ciencia e Innovación (MICIN). España Universidad de Huelva Consejo Superior de Investigaciones Científicas (CSIC) Unión Europea |
Identificador del proyecto | PID2020-119992GB-I00
PID2019-106358GB-C21 PRE2020-092646 UHU-202070 202080I005 101041516 |
Cita | Vázquez Domínguez, P., Rizo, J.F., Arteaga, J.F., Jacquemin, D., Favereau, L., Ros, A. y Pischel, U. (2023). Azaborahelicene fluorophores derived from four-coordinate N,C-boron chelates: synthesis, photophysical and chiroptical properties. Organic Chemistry Frontiers, 11 (3), 843-853. https://doi.org/10.1039/D3QO01762A. |
Ficheros | Tamaño | Formato | Ver | Descripción |
---|---|---|---|---|
Azaborahelicene fluorophores ... | 2.105Mb | [PDF] | Ver/ | |