期刊
GREEN CHEMISTRY
卷 24, 期 9, 页码 3689-3696出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2gc00291d
关键词
-
资金
- European Research Council (ERC) [638076]
- Ministry of Education, Culture and Science of the Netherlands [024.001.035]
Lignin, as the largest natural source of functionalized aromatics, holds great potential for synthesis of aromatic products. However, the diversification of these structures and their applications have not been well-studied. In this study, a novel light-driven unidirectional molecular motor was synthesized from a specific aromatic platform chemical derived from lignocellulose. The synthetic path followed the principles of green chemistry and aimed to maintain the intrinsic functionality of the lignin-derived platform molecule.
Lignin is the largest natural source of functionalized aromatics on the planet, therefore exploiting its inherent structural features for the synthesis of aromatic products is a timely and ambitious goal. While the recently developed lignin depolymerization strategies gave rise to well-defined aromatic platform chemicals, the diversification of these structures, especially toward high-end applications is still poorly addressed. Molecular motors and switches have found widespread application in many important areas such as targeted drug delivery systems, responsive coatings for self-healing surfaces, paints and resins or muscles for soft robotics. They typically comprise a functionalized aromatic backbone, yet their synthesis from lignin has not been considered before. In this contribution, we showcase the synthesis of a novel light-driven unidirectional molecular motor from the specific aromatic platform chemical 4-(3-hydroxypropyl)-2,6-dimethoxyphenol (dihydrosynapyl alcohol) that can be directly obtained from lignocellulose via a reductive catalytic fractionation strategy. The synthetic path takes into account the principles of green chemistry and aims to maintain the intrinsic functionality of the lignin-derived platform molecule.
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