Chiral-amide-bonded anthracene-porphyrin hybrids and their metallocomplexes (M = Ni, Mn, Zn): Synthesis, properties and light-induced [4+4] cycloadditions

IF 4.2 3区 工程技术 Q2 CHEMISTRY, APPLIED
Dyes and Pigments Pub Date : 2026-06-01 Epub Date: 2026-01-19 DOI:10.1016/j.dyepig.2026.113584
Yingjie Niu, Honglin Zhang, Tingting Gu, Minzhi Li, Weihua Zhu, Xu Liang
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引用次数: 0

Abstract

Herein, a series of four chiral-amide-bonded anthracene-porphyrin hybrids and six of their metallocomplexes (M = Ni, Mn, Zn) were prepared and characterized. When the chiral L/d-alanine and/or L/d-phenylalanine units were introduced, the chiral-optical responses were clearly observed in the soret-band of porphyrins and their metallocomplexes. In addition, the UV-light-controlled [4 + 4] cycloaddition reactions of anthracene substituents could be facilely achieved and the photo-dimers were confirmed. More interestingly, the transformation speed of UV-light-controlled [4 + 4] cycloadditions were also modulated by chiral linkages and/or metal-centers, and the extension of chiral-optical responses were observed at the [4 + 4] cycloaddition dimer regions.

Abstract Image

手性酰胺键合蒽-卟啉杂化物及其金属配合物(M = Ni, Mn, Zn):合成、性质和光诱导[4+4]环加成
本文制备了四种手性酰胺键合的蒽卟啉杂化物及其六种金属配合物(M = Ni, Mn, Zn),并对其进行了表征。当引入手性L/d-丙氨酸和/或L/d-苯丙氨酸单元时,在卟啉及其金属配合物的索谱带中观察到明显的手性光学反应。此外,蒽取代基的紫外光控制[4 + 4]环加成反应也很容易实现,并证实了光二聚体的存在。更有趣的是,紫外光控制的[4 + 4]环加成的转变速度也被手性键和/或金属中心调制,并且在[4 + 4]环加成二聚体区域观察到手性光学响应的扩展。
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来源期刊
Dyes and Pigments
Dyes and Pigments 工程技术-材料科学:纺织
CiteScore
8.20
自引率
13.30%
发文量
933
审稿时长
33 days
期刊介绍: Dyes and Pigments covers the scientific and technical aspects of the chemistry and physics of dyes, pigments and their intermediates. Emphasis is placed on the properties of the colouring matters themselves rather than on their applications or the system in which they may be applied. Thus the journal accepts research and review papers on the synthesis of dyes, pigments and intermediates, their physical or chemical properties, e.g. spectroscopic, surface, solution or solid state characteristics, the physical aspects of their preparation, e.g. precipitation, nucleation and growth, crystal formation, liquid crystalline characteristics, their photochemical, ecological or biological properties and the relationship between colour and chemical constitution. However, papers are considered which deal with the more fundamental aspects of colourant application and of the interactions of colourants with substrates or media. The journal will interest a wide variety of workers in a range of disciplines whose work involves dyes, pigments and their intermediates, and provides a platform for investigators with common interests but diverse fields of activity such as cosmetics, reprographics, dye and pigment synthesis, medical research, polymers, etc.
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