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.

Calascibetta, A., Mattiello, S., Sanzone, A., Facchinetti, I., Sassi, M., Beverina, L. (2020). Sustainable Access to π-Conjugated Molecular Materials via Direct (Hetero)Arylation Reactions in Water and under Air. MOLECULES, 25(16) [10.3390/molecules25163717].

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

Calascibetta A. M.
Primo
;
Mattiello S.;Sanzone A.;Facchinetti I.;Sassi M.;Beverina L
Ultimo
2020

Abstract

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.
Articolo in rivista - Articolo scientifico
Direct arylation; Emulsions; Organic semiconductors; Surfactants;
English
14-ago-2020
2020
25
16
3717
partially_open
Calascibetta, A., Mattiello, S., Sanzone, A., Facchinetti, I., Sassi, M., Beverina, L. (2020). Sustainable Access to π-Conjugated Molecular Materials via Direct (Hetero)Arylation Reactions in Water and under Air. MOLECULES, 25(16) [10.3390/molecules25163717].
File in questo prodotto:
File Dimensione Formato  
Sustainable_Access_to_p-Conjugated_Molecular_Mater.pdf

Solo gestori archivio

Tipologia di allegato: Author’s Accepted Manuscript, AAM (Post-print)
Dimensione 809.1 kB
Formato Adobe PDF
809.1 kB Adobe PDF   Visualizza/Apri   Richiedi una copia
10281-284221_VoR.pdf

accesso aperto

Tipologia di allegato: Publisher’s Version (Version of Record, VoR)
Licenza: Creative Commons
Dimensione 1.89 MB
Formato Adobe PDF
1.89 MB Adobe PDF Visualizza/Apri

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/284221
Citazioni
  • Scopus 14
  • ???jsp.display-item.citation.isi??? 12
Social impact