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Synthesis of Renewable meta‐Xylylenediamine from Biomass‐Derived Furfural
Authors:Ivan Scodeller  Samir Mansouri  Dr Didier Morvan  Dr Eric Muller  Dr Karine de?Oliveira?Vigier  Dr Raphael Wischert  Dr François Jérôme
Institution:1. Institut de Chimie des Milieux et matériaux de Poitiers, CNRS, Université de Poitiers, Poitiers, France;2. Centre de Recherche SOLVAY, Saint-Fons, France;3. Eco-Efficient Products and Processes Laboratory, UMI 3464 CNRS/Solvay, Shanghai, China
Abstract:We report the synthesis of biomass‐derived functionalized aromatic chemicals from furfural, a building block nowadays available in large scale from low‐cost biomass. The scientific strategy relies on a Diels–Alder/aromatization sequence. By controlling the rate of each step, it was possible to produce exclusively the meta aromatic isomer. In particular, through this route, we describe the synthesis of renewably sourced meta‐xylylenediamine (MXD). Transposition of this work to other furfural‐derived chemicals is also discussed and reveals that functionalized biomass‐derived aromatics (benzaldehyde, benzylamine, etc.) can be potentially produced, according to this route.
Keywords:amination  aromatics  density functional calculations  Diels–  Alder reactions  furfural
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