Ray César, Schad Christopher, Moreno Florencio, Maroto Beatriz L, Bañuelos Jorge, Arbeloa Teresa, García-Moreno Inmaculada, Villafuerte Cassie, Muller Gilles, de la Moya Santiago
Departamento de Quı́mica Orgánica, Facultad de Ciencias Quı́micas, Universidad Complutense de Madrid, Ciudad Universitaria s/n, 28040 Madrid, Spain.
Departamento de Quı́mica Fı́sica, Facultad de Ciencia y Tecnologı́a, Universidad del Paı́s Vasco-EHU, 48080 Bilbao, Spain.
J Org Chem. 2020 Apr 3;85(7):4594-4601. doi: 10.1021/acs.joc.9b03059. Epub 2020 Mar 17.
A general and straightforward method for the synthesis of COO-BODIPYs from F-BODIPYs and carboxylic acids is established. The method is based on the use of boron trichloride to activate the involved substitution of fluorine, which leads to high yields through rapid reactions under soft conditions. This mild method opens the way to unprecedented laser dyes with outstanding efficiencies and photostabilities, which are difficult to obtain by the current methods.
建立了一种从氟硼二吡咯(F-BODIPYs)和羧酸合成羧基氟硼二吡咯(COO-BODIPYs)的通用且直接的方法。该方法基于使用三氯化硼来激活所涉及的氟取代反应,通过在温和条件下的快速反应可实现高产率。这种温和的方法为制备具有卓越效率和光稳定性的前所未有的激光染料开辟了道路,而这些染料是目前方法难以获得的。