• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

嵌入环己烯的二氰基亚甲基部花青 - 连续三组分偶联 - 加成合成及发色团特性

Cyclohexene-Embedded Dicyanomethylene Merocyanines - Consecutive Three-Component Coupling-Addition Synthesis and Chromophore Characteristics.

作者信息

Papadopoulos Julian, Reiss Guido J, Mayer Bernhard, Müller Thomas J J

机构信息

Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, 40225, Düsseldorf, Germany.

Institut für Anorganische Chemie und Strukturchemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstraße 1, 40225, Düsseldorf, Germany.

出版信息

ChemistryOpen. 2023 Sep;12(9):e202300128. doi: 10.1002/open.202300128.

DOI:10.1002/open.202300128
PMID:37715367
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10504436/
Abstract

A concise and efficient consecutive three-component alkynylation-addition synthesis of cyclohexene-embedded dicyanomethylene merocyanines furnishes a small library of dyes in moderate to excellent yield. The dyes possess strong absorption coefficients of the longest wavelength absorption bands. According to the crystal structure, the small bond length alternations account for a highly delocalized electronic ground state. The electronic structure of the absorption bands is qualitatively rationalized by TDDFT calculations, which explain that intense HOMO-LUMO transitions along the merocyanine axis lead to cyanine similar Stokes shifts.

摘要

一种简洁高效的连续三组分炔基化-加成合成环己烯嵌入的二氰基亚甲基部花青染料的方法，以中等至优异的产率提供了一个小型染料库。这些染料在最长波长吸收带具有很强的吸收系数。根据晶体结构，较小的键长交替导致了高度离域的电子基态。通过TDDFT计算对吸收带的电子结构进行了定性合理化，该计算解释了沿部花青轴的强烈HOMO-LUMO跃迁导致了类似于花青的斯托克斯位移。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/33245cba03aa/OPEN-12-e202300128-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/b8ce9365252e/OPEN-12-e202300128-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/246ee3fffddb/OPEN-12-e202300128-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/c3784b51ed2b/OPEN-12-e202300128-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/69fe1acb7475/OPEN-12-e202300128-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/7bf259dc1e3c/OPEN-12-e202300128-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/98a0eabf926c/OPEN-12-e202300128-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/991f43c5dd2a/OPEN-12-e202300128-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/9b1bd6c84667/OPEN-12-e202300128-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/33245cba03aa/OPEN-12-e202300128-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/b8ce9365252e/OPEN-12-e202300128-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/246ee3fffddb/OPEN-12-e202300128-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/c3784b51ed2b/OPEN-12-e202300128-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/69fe1acb7475/OPEN-12-e202300128-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/7bf259dc1e3c/OPEN-12-e202300128-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/98a0eabf926c/OPEN-12-e202300128-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/991f43c5dd2a/OPEN-12-e202300128-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/9b1bd6c84667/OPEN-12-e202300128-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3817/10504436/33245cba03aa/OPEN-12-e202300128-g014.jpg

相似文献

1
Cyclohexene-Embedded Dicyanomethylene Merocyanines - Consecutive Three-Component Coupling-Addition Synthesis and Chromophore Characteristics.嵌入环己烯的二氰基亚甲基部花青 - 连续三组分偶联 - 加成合成及发色团特性
ChemistryOpen. 2023 Sep;12(9):e202300128. doi: 10.1002/open.202300128.
2
One-pot three-component synthesis and photophysical characteristics of novel triene merocyanines.一锅法三组分合成新型三烯甲川菁染料及其光物理性质
Beilstein J Org Chem. 2014 Mar 5;10:599-612. doi: 10.3762/bjoc.10.51. eCollection 2014.
3
UV-Vis absorption spectra and electronic structure of merocyanines in the gas phase.
Spectrochim Acta A Mol Biomol Spectrosc. 2018 Feb 5;190:332-335. doi: 10.1016/j.saa.2017.09.054. Epub 2017 Sep 21.
4
Three-Component Synthesis and Photophysical Properties of Novel Coumarin-Based Merocyanines.新型香豆素基部花菁的三组分合成及光物理性质
Chemistry. 2018 Jan 19;24(4):974-983. doi: 10.1002/chem.201704912. Epub 2017 Dec 13.
5
First- and second-order polarizabilities of simple merocyanines. An experimental and theoretical reassessment of the two-level model.简单部花青的一阶和二阶极化率。双能级模型的实验与理论重新评估。
J Phys Chem A. 2008 Nov 20;112(46):11861-72. doi: 10.1021/jp8080854. Epub 2008 Oct 23.
6
Novel Method for the Synthesis of Merocyanines: New Photophysical Possibilities for a Known Class of Fluorophores.部花青合成的新方法：一类已知荧光团的新光物理特性
Chemistry. 2023 Aug 10;29(45):e202300979. doi: 10.1002/chem.202300979. Epub 2023 Jul 13.
7
Photodynamics of polyene-polymethine transformations and spectral fluorescent properties of merocyanine dyes.多烯 - 聚甲炔转变的光动力学及部花青染料的光谱荧光特性
J Phys Chem A. 2007 Dec 27;111(51):13629-37. doi: 10.1021/jp076016u. Epub 2007 Dec 6.
8
Synthesis, electronic structure and spectral fluorescent properties of vinylogous merocyanines derived from 1,3-dialkyl-benzimidazole and malononitrile.源自1,3-二烷基苯并咪唑和丙二腈的乙烯基类部花青的合成、电子结构及光谱荧光性质
Spectrochim Acta A Mol Biomol Spectrosc. 2017 Jan 15;171:317-324. doi: 10.1016/j.saa.2016.08.015. Epub 2016 Aug 13.
9
The effects of substituents and solvents on the ground-state π-electronic structure and electronic absorption spectra of a series of model merocyanine dyes and their theoretical interpretation.取代基和溶剂对一系列模型副品红染料的基态π-电子结构和电子吸收光谱的影响及其理论解释。
Chemistry. 2012 Jun 25;18(26):8140-9. doi: 10.1002/chem.201101830. Epub 2012 May 23.
10
Synthesis, electronic, and electro-optical properties of emissive solvatochromic phenothiazinyl merocyanine dyes.发射型溶剂致变色吩噻嗪基甲川菁染料的合成、电子和光电性质。
Chemistry. 2011 Aug 29;17(36):9984-98. doi: 10.1002/chem.201100592. Epub 2011 Jul 21.