The Suzuki-Miyaura cross-coupling reaction of 4,7-dibromo-5,6-difluoro-2,1,3-benzothiadiazole with different arylboronic acids can be efficiently carried out in water and under air by means of micellar coupling. The careful tuning of reaction conditions enables preparation of symmetrically and unsymmetrically substituted derivatives. The moderate to good yields obtained, along with the wide variety of available substitution patterns, makes this sustainable methodology very useful for the preparation of building blocks for luminescent optoelectronic materials.
La condensazione di Suzuki-Miyaura del 4,7-dibromo-5,6-difluoro-2,1,3-benzotiadiazolo con diversi acidi arilboronici può essere condotta in modo efficace in acqua ed in esposizione all'aria mediante una tecnica di accoppiamento micellare. Un'attenta scelta delle condizioni di reazione permette la preparazione di derivati simmetrici ed asimmetrici. Le rese ottenute possono essere considerate da moderate a buone, e la grande varietà di prodotti ottenuti rende questa metodologia sostenibile molto utile per la preparazione di precursori per materiali luminescenti per dispositivi optoelettronici
Suzuki-Miyaura Micellar One-Pot Synthesis of Symmetrical and Unsymmetrical 4,7-Diaryl-5,6-difluoro-2,1,3-benzothiadiazole Luminescent Derivatives in Water and under Air
Mattioli G;
2018
Abstract
The Suzuki-Miyaura cross-coupling reaction of 4,7-dibromo-5,6-difluoro-2,1,3-benzothiadiazole with different arylboronic acids can be efficiently carried out in water and under air by means of micellar coupling. The careful tuning of reaction conditions enables preparation of symmetrically and unsymmetrically substituted derivatives. The moderate to good yields obtained, along with the wide variety of available substitution patterns, makes this sustainable methodology very useful for the preparation of building blocks for luminescent optoelectronic materials.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.