{"title":"Chiral-amide-bonded anthracene-porphyrin hybrids and their metallocomplexes (M = Ni, Mn, Zn): Synthesis, properties and light-induced [4+4] cycloadditions","authors":"Yingjie Niu, Honglin Zhang, Tingting Gu, Minzhi Li, Weihua Zhu, Xu Liang","doi":"10.1016/j.dyepig.2026.113584","DOIUrl":null,"url":null,"abstract":"<div><div>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/<span>d</span>-alanine and/or L/<span>d</span>-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.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"249 ","pages":"Article 113584"},"PeriodicalIF":4.2000,"publicationDate":"2026-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Dyes and Pigments","FirstCategoryId":"88","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0143720826000367","RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2026/1/19 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
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.
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.