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Controlling Vilsmeier-Haack processes in meso-methylBODIPYs: A new way to modulate finely photophysical properties in boron dipyrromethenes

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Palao Utiel, Eduardo and Montalvillo Jiménez, Laura and Esnal Martínez, Ixone and Prieto Montero, Ruth and Rodríguez Agarrabeitia, Antonia R and García Moreno, Inmaculada and Bañuelos Prieto, Jorge and López Arbeloa, Íñigo María and Moya Cerero, Santiago de la and Ortíz García, María Josefa (2017) Controlling Vilsmeier-Haack processes in meso-methylBODIPYs: A new way to modulate finely photophysical properties in boron dipyrromethenes. Dyes and Pigments, 141 . pp. 286-298. ISSN 0143-7208

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Official URL: https://doi.org/10.1016/j.dyepig.2017.02.030




Abstract

In the herein work we report the fine and selective control of competitive processes when submitting meso-methylBODIPYs to Vilsmeier-Haack reaction conditions. These competitive processes generate BODIPYs with opposed photophysical properties, from highly fluorescent dyes enabling laser emission, to non-fluorescent singlet-oxygen photosensitizers. The synthetic control is exerted on the basis of the structure of the starting BODIPY, as well as the electrophilic character (hard or soft) of the formylating reagent.


Item Type:Article
Additional Information:

Received 10 November 2016, Revised 16 January 2017, Accepted 16 February 2017, Available online 20 February 2017.

Uncontrolled Keywords:Vilsmeier-Haack; Organic synthesis; BODIPY; Photophysics; Laser dyes; Charge transfer
Subjects:Sciences > Chemistry > Optics
Sciences > Chemistry > Chemistry, Organic
ID Code:45051
Deposited On:10 Oct 2017 08:21
Last Modified:11 Oct 2017 08:44

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