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Synthesis of Renewable meta ‐Xylylenediamine from Biomass‐Derived Furfural
Author(s) -
Scodeller Ivan,
Mansouri Samir,
Morvan Didier,
Muller Eric,
de Oliveira Vigier Karine,
Wischert Raphael,
Jérôme François
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201803828
Subject(s) - furfural , aromatization , biomass (ecology) , chemistry , benzaldehyde , benzylamine , organic chemistry , lignocellulosic biomass , renewable energy , catalysis , oceanography , engineering , fermentation , electrical engineering , geology
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.