当前位置: X-MOL 学术Dyes Pigments › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Multistate of chemical species of 2,6-Bis(arylidene)cyclohexanones. On the role of chalcone and spiro species
Dyes and Pigments ( IF 4.1 ) Pub Date : 2019-11-06 , DOI: 10.1016/j.dyepig.2019.108013
A. Alejo-Armijo , Livia Corici , Ildiko Buta , Liliana Cseh , Artur J. Moro , A. Jorge Parola , João Carlos Lima , Fernando Pina

The similarity between 2,6-Bis(2-hydroxyarylidene)cyclohexanones and 2′-hydroxychalcones in generating respectively styrylflavylium and flavylium cations was explored.

The complex pH and light dependent multistate of species of the asymmetric of 2,6-Bis(2-hydroxyarylidene)cyclohexanone bearing a diethyl amine in position 7 of the flavylium cation was studied by pH jumps, monitored by UV–vis spectrophotometry, stopped flow, and NMR. The possible structural isomers corresponding to the migration of the amine substituent at the benzopyrylium to ring B of the flavylium cation via chalcone, or spiro species were not detected. However, cis and trans isomers from the pendent arm take place and a photochromic system involving flavylium cation switching from red to blue was characterized. In acidic medium the flavylium cation and the hemiketal protonated at the amine substituent are the equilibrium species. In moderately acidic solutions the spiro is the most stable species and in very basic medium the ionized trans-chalcone.



中文翻译:

2,6-双(亚芳基)环己酮的化学物种的多态。关于查尔酮和螺环物种的作用

探索了2,6-双(2-羟基亚芳基)环己酮和2'-羟基查耳酮在分别生成苯乙烯基丁二酸和黄酮阳离子上的相似性。

通过pH跃迁,紫外-可见分光光度法监测,停止流动研究了黄酮阳离子第7位带有二乙胺的2,6-双(2-羟基亚芳基)环己酮不对称物质的复杂pH和光依赖性多态物种。和NMR。未检测到可能的结构异构体,该结构异构体对应于苯并吡啶上的胺取代基经由查耳酮或螺环物种迁移至黄酮阳离子的环B上。但是,顺式反式悬垂臂发生异构体,并表征了涉及黄酮阳离子从红色切换为蓝色的光致变色系统。在酸性介质中,黄酮阳离子和在胺取代基上质子化的半缩酮是平衡物质。在中等酸性溶液中,螺环是最稳定的物质,而在非常碱性的介质中,离子化的查尔酮是最稳定的物质。

更新日期:2019-11-06
down
wechat
bug