The biomass-derived 5-(hydroxymethyl)furfural (HMF) represents a promising platform chemical owing to its sustainability and functional groups availability for further transformations.1 In the present work, we propose the application of the oxidative system composed by a heterogeneous triazolium pre-catalyst, iron(II) phthalocyanine and air for the selective conversion of 5-hydroxymethylfurfural (HMF) into the added-value 5-hydroxymethyl-2-furancarboxylic acid (HMFCA) and corresponding ester, thioester and amide derivatives.2 HMF reactivity was investigated via two different synthetic routes: a one-pot two-step process through a polyester oligomer intermediate (poly-HMF, Mw = 389-1258) and a direct coupling. Both strategies allow efficient access to 5-HMF derivatives with good yields and efficient catalyst recycle.
Derivatization of biomass-derived 5-(hydroxymethyl)furfural through heterogeneous NHC oxidative catalysis.
Daniele Ragno
;Arianna Brandolese;Graziano Di Carmine;Olga Bortolini;Alessandro Massi
2019
Abstract
The biomass-derived 5-(hydroxymethyl)furfural (HMF) represents a promising platform chemical owing to its sustainability and functional groups availability for further transformations.1 In the present work, we propose the application of the oxidative system composed by a heterogeneous triazolium pre-catalyst, iron(II) phthalocyanine and air for the selective conversion of 5-hydroxymethylfurfural (HMF) into the added-value 5-hydroxymethyl-2-furancarboxylic acid (HMFCA) and corresponding ester, thioester and amide derivatives.2 HMF reactivity was investigated via two different synthetic routes: a one-pot two-step process through a polyester oligomer intermediate (poly-HMF, Mw = 389-1258) and a direct coupling. Both strategies allow efficient access to 5-HMF derivatives with good yields and efficient catalyst recycle.I documenti in SFERA sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
