Adding value to terpenoids: from pseudoionone to 1-methyl-1,3-cyclohexadiene

IF 9.2 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Green Chemistry Pub Date : 2025-09-03 DOI:10.1039/D5GC03364K

Alexandre Damiani, Lars Faber, Batoul Karim, Christian Bruneau, Wagner A. Carvalho, Dalmo Mandelli and Cédric Fischmeister

引用次数: 0

Abstract

Alkenes and conjugated dienes play an important role in organic synthesis and polymer chemistry. Being essentially fossil-based materials, there is a strong interest in developing alternative ways to obtain such compounds from renewable resources. In this study, we report the synthesis of 1-methyl-1,3-cyclohexadiene, a cyclic conjugated diene that is rarely reported in the literature and not widely available commercially. This compound is synthesized from pseudoionone using ruthenium-catalysed ring closing olefin metathesis transformation. Mesityl oxide, a known chemical with wide applications, is concomitantly obtained.

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增加萜类化合物的价值：从假离子到1-甲基-1,3-环己二烯

烯烃和共轭二烯在有机合成和高分子化学中起着重要的作用。作为本质上基于化石的材料，人们对开发从可再生资源中获得这些化合物的替代方法有着浓厚的兴趣。在本研究中，我们报道了1-甲基-1,3-环己二烯的合成，这种环共轭二烯在文献中很少报道，也没有广泛的商业应用。该化合物以假离子为原料，采用钌催化闭环烯烃复分解反应合成。同时得到了一种已知的具有广泛应用的化学物质二甲氧基甲苯。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Green Chemistry 化学-化学综合

CiteScore

16.10

自引率

7.10%

发文量

677

审稿时长

1.4 months

期刊介绍： Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.