Aricò Fabio, Tundo Pietro
Department of Environmental Sciences, Informatics and Statistics, Ca' Foscari University, Scientific Campus Via Torino 155 , 30170 Venezia Mestre, Italy.
Beilstein J Org Chem. 2016 Oct 26;12:2256-2266. doi: 10.3762/bjoc.12.218. eCollection 2016.
In this review the reactivity of the bio-based platform compounds D-sorbitol and isosorbide with green reagents and solvent dimethyl carbonate (DMC) is reported. Dehydration of D-sorbitol via DMC in the presence of catalytic amounts of base is an efficient and viable process for the preparation of the industrially relevant anhydro sugar isosorbide. This procedure is "chlorine-free", one-pot, environmental friendly and high yielding. The reactivity of isosorbide with DMC is equally interesting as it can lead to the formation of dicarboxymethyl isosorbide, a potential monomer for isosorbide-based polycarbonate, and dimethyl isosorbide, a high boiling green solvent. The peculiar reactivity of isosorbide and the non-toxic properties of DMC represent indeed a green match leading to several industrial appealing potential applications.
本综述报道了生物基平台化合物D-山梨醇和异山梨醇与绿色试剂及溶剂碳酸二甲酯(DMC)的反应活性。在催化量碱的存在下,D-山梨醇通过DMC脱水是制备工业相关脱水糖异山梨醇的一种高效且可行的方法。该过程“无氯”、一锅法、环境友好且产率高。异山梨醇与DMC的反应活性同样有趣,因为它可导致形成二羧甲基异山梨醇(一种基于异山梨醇的聚碳酸酯的潜在单体)和二甲基异山梨醇(一种高沸点绿色溶剂)。异山梨醇独特的反应活性和DMC的无毒特性确实构成了一种绿色组合,从而带来了若干具有工业吸引力的潜在应用。