Photo-induced solvent-enabled catalyst-/additive-free selective C(α)–C(β) bond cleavage of β-O-4 ketone lignin model compounds at room temperature†

IF 9.2 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Green Chemistry Pub Date : 2025-02-05 DOI:10.1039/d4gc05578k
Ke Liu , Zhaolun Ma , Mingjing Deng , Tongtong Ma , Shengying Li , Qingsheng Qi , Longyang Dian
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Abstract

In this work, an efficient catalyst-/additive-free selective C–C bond cleavage of β-O-4 ketone lignin model compounds was carried out to form the corresponding carboxylic acids and phenyl formates under the irradiation of light at room temperature in an air atmosphere, providing an efficient approach to the selective carbon–carbon bond cleavage reaction without using any photo catalysts. Results of mechanistic control experiments indicated that the in situ generation of radicals of dichloroethane (DCE) in the presence of visible light is essential to realize the selective C(α)–C(β) bond cleavage reaction.

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室温下光诱导β- o- 4酮木质素模型化合物无催化剂/添加剂选择性C(α) - C(β)键裂解
本研究在室温空气环境下,对β-O-4酮木质素模型化合物进行了无催化剂/添加剂的选择性C-C键裂解,在光照射下生成相应的羧酸和甲酸苯酯,为不使用光催化剂的选择性碳-碳键裂解反应提供了一种有效途径。机理控制实验结果表明,二氯乙烷(DCE)自由基在可见光存在下的原位生成是实现选择性C(α) -C (β)键裂解反应的必要条件。
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来源期刊
Green Chemistry
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.
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