• 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

杂环半硫靛:作为分子光开关具有高度有利的性质。

Heterocyclic Hemithioindigos: Highly Advantageous Properties as Molecular Photoswitches.

作者信息

Josef Verena, Hampel Frank, Dube Henry

机构信息

Friedrich-Alexander Universität Erlangen-Nürnberg, Department of Chemistry and Pharmacy, Nikolaus-Fiebiger-Str. 10, 91058, Erlangen, Germany.

出版信息

Angew Chem Int Ed Engl. 2022 Oct 24;61(43):e202210855. doi: 10.1002/anie.202210855. Epub 2022 Sep 21.

DOI:10.1002/anie.202210855
PMID:36040861
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9826360/
Abstract

A survey of heterocyclic hemithioindigo photoswitches is presented identifying a number of structural motives with outstanding property profiles. The highly sought-after combination of pronounced color change, quantitative switching in both directions, exceptional high quantum yields, and tunable high thermal stability of metastable states can be realized with 4-imidazole, 2-pyrrole, and 3-indole-based derivatives. In the former, an unusual preorganization using isomer selective chalcogen- and hydrogen bonding allows to precisely control geometry changes and tautomerism upon switching. Heterocyclic hemithioindigos thus represent highly promising photoswitches with advanced capabilities that will be of great value to anyone interested in establishing defined and reversible control at the molecular level.

摘要

本文介绍了对杂环半硫靛光开关的一项研究,确定了一些具有出色性能的结构动机。基于4-咪唑、2-吡咯和3-吲哚的衍生物可以实现备受追捧的显著颜色变化、双向定量切换、极高的量子产率以及亚稳态的可调高热稳定性的组合。在前者中,使用异构体选择性硫属元素键和氢键的异常预组织能够在切换时精确控制几何形状变化和互变异构。因此,杂环半硫靛代表了具有先进功能的极有前景的光开关,对于任何有兴趣在分子水平上建立明确且可逆控制的人来说都将具有巨大价值。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7362/9826360/99949197693a/ANIE-61-0-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7362/9826360/cd31539e76a5/ANIE-61-0-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7362/9826360/a55baea582b3/ANIE-61-0-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7362/9826360/99949197693a/ANIE-61-0-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7362/9826360/cd31539e76a5/ANIE-61-0-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7362/9826360/a55baea582b3/ANIE-61-0-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7362/9826360/99949197693a/ANIE-61-0-g003.jpg

相似文献

1
Heterocyclic Hemithioindigos: Highly Advantageous Properties as Molecular Photoswitches.杂环半硫靛:作为分子光开关具有高度有利的性质。
Angew Chem Int Ed Engl. 2022 Oct 24;61(43):e202210855. doi: 10.1002/anie.202210855. Epub 2022 Sep 21.
2
Indigoid Photoswitches: Visible Light Responsive Molecular Tools.靛蓝类光开关:可见光响应分子工具
Acc Chem Res. 2018 May 15;51(5):1153-1163. doi: 10.1021/acs.accounts.7b00638. Epub 2018 Apr 25.
3
Easily Accessible Substituted Heterocyclic Hemithioindigos as Bistable Molecular Photoswitches.易于获得的取代杂环半硫靛作为双稳态分子光开关。
Chemistry. 2023 Aug 25;29(48):e202301160. doi: 10.1002/chem.202301160. Epub 2023 Jul 24.
4
A cross-conjugation approach for high-performance diaryl-hemithioindigo photoswitches.一种用于高性能二芳基半硫代靛蓝光开关的交叉共轭方法。
Chem Sci. 2023 May 1;14(21):5734-5742. doi: 10.1039/d2sc06939c. eCollection 2023 May 31.
5
Oxidized Hemithioindigo Photoswitches-Influence of Oxidation State on (Photo)physical and Photochemical Properties.氧化半硫靛光开关——氧化态对(光)物理和光化学性质的影响
Chemistry. 2020 Aug 21;26(47):10712-10718. doi: 10.1002/chem.202002176. Epub 2020 Jul 23.
6
Bistable Photoswitching of Hemithioindigo with Green and Red Light: Entry Point to Advanced Molecular Digital Information Processing.半硫靛蓝在绿光和红光下的双稳态光开关:先进分子数字信息处理的切入点。
Chemistry. 2017 May 5;23(26):6237-6243. doi: 10.1002/chem.201700826. Epub 2017 Mar 24.
7
Aurones: Unexplored Visible-Light Photoswitches for Aqueous Medium.奥罗酮类化合物:用于水相介质的未被探索的可见光光开关
Chemistry. 2024 Apr 5;30(20):e202304237. doi: 10.1002/chem.202304237. Epub 2024 Feb 19.
8
Rhodanine-Based Chromophores: Fast Access to Capable Photoswitches and Application in Light-Induced Apoptosis.基于罗丹宁的发色团:快速获得高效光开关及其在光诱导细胞凋亡中的应用。
J Am Chem Soc. 2024 Jan 24;146(3):1894-1903. doi: 10.1021/jacs.3c07710. Epub 2024 Jan 11.
9
Isomer-Specific Hydrogen Bonding as a Design Principle for Bidirectionally Quantitative and Redshifted Hemithioindigo Photoswitches.作为双向定量和红移半硫靛光开关设计原理的对映异构体特异性氢键
J Am Chem Soc. 2017 Aug 16;139(32):10956-10959. doi: 10.1021/jacs.7b04448. Epub 2017 Aug 8.
10
Hemithioindigo-Based Trioxobicyclononadiene: 3D Multiswitching of Electronic and Geometric Properties.基于硫代靛红的三氧杂环壬二烯:电子和几何性质的 3D 多态转变。
J Am Chem Soc. 2022 Feb 23;144(7):2847-2852. doi: 10.1021/jacs.1c12364. Epub 2022 Feb 14.

引用本文的文献

1
Arylpyrrolylidene-indanones as readily synthesised photoswitches offering dual- and single-colour fluorescence toggling with nearly quantitative / isomerisation under visible light.芳基吡咯烷酮茚满酮类化合物作为易于合成的光开关,在可见光下可实现双色和单色荧光切换,且异构化反应几乎定量进行。
Chem Sci. 2025 Aug 4;16(35):16196-16204. doi: 10.1039/d5sc04551g. eCollection 2025 Sep 10.
2
Complex Multistate Photophysics of a Rhodanine Photoswitch.若丹宁光开关的复杂多态光物理性质
Angew Chem Int Ed Engl. 2025 Sep 8;64(37):e202506137. doi: 10.1002/anie.202506137. Epub 2025 Jul 31.
3
The Effect of Aldehyde and Carboxylic Acid Substitution on the Isomerization of Hemithioindigo Photoswitches.

本文引用的文献

1
Photoresponsive porous materials.光响应性多孔材料。
Nanoscale Adv. 2020 Nov 11;3(1):24-40. doi: 10.1039/d0na00647e. eCollection 2021 Jan 7.
2
Photogearing as a concept for translation of precise motions at the nanoscale.光镊作为一种在纳米尺度上精确传递运动的概念。
Nat Chem. 2022 Jun;14(6):670-676. doi: 10.1038/s41557-022-00917-0. Epub 2022 Apr 18.
3
An Eight-State Molecular Sequential Switch Featuring a Dual Single-Bond Rotation Photoreaction.八态分子连续切换的双单键旋转光反应
醛基和羧基取代对半硫靛光开关异构化的影响。
Chemistry. 2025 Jun 3;31(31):e202501108. doi: 10.1002/chem.202501108. Epub 2025 May 2.
4
Azobenzene-Oxindole Photochromic Dyads.偶氮苯-氧化吲哚光致变色二元化合物。
Angew Chem Int Ed Engl. 2025 May 26;64(22):e202501872. doi: 10.1002/anie.202501872. Epub 2025 Apr 2.
5
Synthesis and Evaluation of the Photochemical Properties of Heterocyclic Hemiindigos.杂环半靛蓝的光化学性质的合成与评估
Chemistry. 2025 May;31(25):e202500803. doi: 10.1002/chem.202500803. Epub 2025 Apr 8.
6
Hemiphosphoindigos as a platform for chiroptical or water soluble photoswitching.半磷靛作为用于手性光学或水溶性光开关的平台。
Nat Commun. 2025 Feb 19;16(1):1760. doi: 10.1038/s41467-025-56942-3.
7
Thiosemicarbazones as versatile photoswitches with light-controllable supramolecular activity.作为具有光控超分子活性的多功能光开关的硫代氨基脲。
Chem Sci. 2025 Jan 17;16(7):3130-3140. doi: 10.1039/d4sc08530b. eCollection 2025 Feb 12.
8
Combined Photopolymerization and Localized Photochromism by Aza-Diarylethene and Hemiindigo Synergy.通过氮杂二芳基乙烯与半靛蓝协同作用实现的光聚合与局部光致变色相结合
Adv Mater. 2025 Jan;37(3):e2411223. doi: 10.1002/adma.202411223. Epub 2024 Nov 21.
9
Switching Sides: Regiochemistry and Functionalization Dictate the Photoswitching Properties of Imines.改变方向:区域化学和官能团化决定亚胺的光开关性质。
Angew Chem Int Ed Engl. 2025 Jan 15;64(3):e202415464. doi: 10.1002/anie.202415464. Epub 2024 Nov 2.
10
All-visible-light-driven stiff-stilbene photoswitches.全可见光驱动的刚性二苯乙烯光开关。
Chem Sci. 2024 Mar 27;15(18):6763-6769. doi: 10.1039/d4sc00983e. eCollection 2024 May 8.
J Am Chem Soc. 2022 Feb 23;144(7):3029-3038. doi: 10.1021/jacs.1c11183. Epub 2022 Feb 14.
4
Hemithioindigo-Based Trioxobicyclononadiene: 3D Multiswitching of Electronic and Geometric Properties.基于硫代靛红的三氧杂环壬二烯:电子和几何性质的 3D 多态转变。
J Am Chem Soc. 2022 Feb 23;144(7):2847-2852. doi: 10.1021/jacs.1c12364. Epub 2022 Feb 14.
5
Active Mechanical Threading by a Molecular Motor.分子马达的主动机械穿线。
Angew Chem Int Ed Engl. 2022 May 2;61(19):e202201882. doi: 10.1002/anie.202201882. Epub 2022 Mar 4.
6
All-Red-Light Photoswitching of Indirubin Controlled by Supramolecular Interactions.超分子相互作用控制靛玉红的全红光光开关。
J Am Chem Soc. 2021 Nov 3;143(43):18251-18260. doi: 10.1021/jacs.1c08206. Epub 2021 Oct 19.
7
Pyrrole Hemithioindigo Antimitotics with Near-Quantitative Bidirectional Photoswitching that Photocontrol Cellular Microtubule Dynamics with Single-Cell Precision*.具有近定量双向光致开关的吡咯并硫靛抗有丝分裂药物,可实现单细胞精度的光控细胞微管动力学*。
Angew Chem Int Ed Engl. 2021 Oct 25;60(44):23695-23704. doi: 10.1002/anie.202104794. Epub 2021 Oct 1.
8
Sulfoxide hemithioindigo tweezers - visible light addressable capture and release.亚砜半硫靛镊子 - 可见光可寻址捕获与释放
Chem Sci. 2021 Jan 14;12(10):3651-3659. doi: 10.1039/d0sc04981f.
9
Xolography for linear volumetric 3D printing.线性体积 3D 打印的 X 光成像。
Nature. 2020 Dec;588(7839):620-624. doi: 10.1038/s41586-020-3029-7. Epub 2020 Dec 23.
10
Supramolecular Relay-Control of Organocatalysis with a Hemithioindigo-Based Molecular Motor.基于半靛蓝的分子马达的超分子接力控制的有机催化作用。
J Am Chem Soc. 2020 Nov 11;142(45):19300-19307. doi: 10.1021/jacs.0c09519. Epub 2020 Oct 28.