A biomass-derived safe medium to replace toxic dipolar solvents and access cleaner Heck coupling reactions. Issue 1 (25th September 2014)

• Record Type: Journal Article
• Authors: Strappaveccia, Giacomo; Ismalaj, Ermal; Petrucci, Chiara; Lanari, Daniela; Marrocchi, Assunta; Drees, Martin; Facchetti, Antonio; Vaccaro, Luigi
• Is Part Of: Green chemistry. Volume 17:Issue 1(2015)
• Page Start: 365
• Page End: 372
• Publication Date: 2014-09-25
• Subjects: Environmental chemistry -- Industrial applications -- Periodicals; Environmental management -- Periodicals; 660
• DOI: 10.1039/c4gc01677g
• Languages: English
• ISSNs: 1463-9262

Abstract

Abstract : γ-Valerolactone (GVL) is an excellent reaction medium, derived from biomasses, which can replace classic dipolar aprotic media such as DMF or NMP. Abstract : γ-Valerolactone (GVL) is an excellent reaction medium, derived from biomasses, which can replace classic dipolar aprotic media such as DMF or NMP. In this contribution, we have investigated the use of GVL in the palladium-catalyzed Heck reaction and accessed the clean synthesis of several small molecules. Furthermore, we optimized a GVL-based protocol to synthesize a poly(phenylenevinylene) (PPV) derivative in high yields and purity, and with very low Pd-content. Finally, we demonstrated that GVL is superior to conventional dipolar media in terms of controlling palladium impurities, which may influence the performance of certain optoelectronic devices such as organic solar cells and field-effect transistors.