Sustainable Access to π-Conjugated Molecular Materials via Direct (Hetero)Arylation Reactions in Water and under Air

Molecules

Mauro Sassi¹  Luca Beverina¹  Sara Mattiello¹  AdielMauro Calascibetta²  Irene Facchinetti²  Alessandro Sanzone² 

[1] Department of Materials Science, University of Milano-Bicocca and INSTM. Via R. Cozzi, 55, Milano I-20125, Italy;Department of Materials Science, University of Milano-Bicocca, Via R. Cozzi, 55, Milano I-20125, Italy;

关键词: direct arylation;    surfactants;    emulsions;    organic semiconductors.;   

DOI  :  10.3390/molecules25163717

来源: DOAJ

【 摘 要 】

Direct (hetero)arylation (DHA) is playing a key role in improving the efficiency and atom economy of C–C cross coupling reactions, so has impacts in pharmaceutical and materials chemistry. Current research focuses on further improving the generality, efficiency and selectivity of the method through careful tuning of the reaction conditions and the catalytic system. Comparatively fewer studies are dedicated to the replacement of the high-boiling-point organic solvents dominating the field and affecting the overall sustainability of the method. We show herein that the use of a 9:1 v/v emulsion of an aqueous Kolliphor 2 wt% solution while having toluene as the reaction medium enables the preparation of relevant examples of thiophene-containing π-conjugated building blocks in high yield and purity.

【 授权许可】

Unknown