• 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

羰基⋅⋅⋅碲唑类硫属键作为分子识别单元:从模型研究到超分子有机框架。

The Carbonyl⋅⋅⋅Tellurazole Chalcogen Bond as a Molecular Recognition Unit: From Model Studies to Supramolecular Organic Frameworks.

机构信息

Institut für Organische Chemie, Universität Duisburg-Essen, Universitätsstraße 7, 45117, Essen, Germany.

Organisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.

出版信息

Angew Chem Int Ed Engl. 2020 Sep 21;59(39):17154-17161. doi: 10.1002/anie.202005374. Epub 2020 Jul 29.

DOI:10.1002/anie.202005374
PMID:32533583
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7540342/
Abstract

In the last years, chalcogen bonding, the noncovalent interaction involving chalcogen centers, has emerged as interesting alternative to the ubiquitous hydrogen bonding in many research areas. Here, we could show by means of high-level quantum chemical calculations that the carbonyl⋅⋅⋅tellurazole chalcogen bond is at least as strong as conventional hydrogen bonds. Using the carbonyl⋅⋅⋅tellurazole binding motif, we were able to design complex supramolecular networks in solid phase starting from tellurazole-substituted cyclic peptides. X-ray analyses reveal that the rigid structure of the cyclic peptides is caused by hydrogen bonds, whereas the supramolecular network is held together by chalcogen bonding. The type of the supramolecular network depends on peptide used; both linear wires and a honeycomb-like supramolecular organic framework (SOF) were observed. The unique structure of the SOF shows two channels filled with different types of solvent mixtures that are either locked or freely movable.

摘要

在过去的几年中,硫属键合作为一种非共价相互作用,涉及硫属中心,已成为许多研究领域中普遍存在的氢键的有趣替代物。在这里,我们通过高水平的量子化学计算表明,羰基······三唑硫属键的强度至少与传统氢键相当。我们使用羰基······三唑硫属键结合模式,能够从三唑取代的环状肽开始在固相设计复杂的超分子网络。X 射线分析表明,环状肽的刚性结构是由氢键引起的,而超分子网络则由硫属键合保持在一起。超分子网络的类型取决于所用的肽;观察到线性线和蜂窝状超分子有机骨架 (SOF)。SOF 的独特结构显示出两个充满不同类型溶剂混合物的通道,这些通道要么被锁定,要么可以自由移动。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/b7aa99cd9787/ANIE-59-17154-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/cc1e27a135e4/ANIE-59-17154-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/1fd86f039302/ANIE-59-17154-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/10647e7065cf/ANIE-59-17154-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/aaa90235c585/ANIE-59-17154-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/83e7e46a3e7c/ANIE-59-17154-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/c17d453ff44b/ANIE-59-17154-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/54dc13ada172/ANIE-59-17154-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/9ee3a3121b58/ANIE-59-17154-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/b7aa99cd9787/ANIE-59-17154-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/cc1e27a135e4/ANIE-59-17154-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/1fd86f039302/ANIE-59-17154-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/10647e7065cf/ANIE-59-17154-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/aaa90235c585/ANIE-59-17154-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/83e7e46a3e7c/ANIE-59-17154-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/c17d453ff44b/ANIE-59-17154-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/54dc13ada172/ANIE-59-17154-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/9ee3a3121b58/ANIE-59-17154-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/13af/7540342/b7aa99cd9787/ANIE-59-17154-g005.jpg

相似文献

1
The Carbonyl⋅⋅⋅Tellurazole Chalcogen Bond as a Molecular Recognition Unit: From Model Studies to Supramolecular Organic Frameworks.羰基⋅⋅⋅碲唑类硫属键作为分子识别单元:从模型研究到超分子有机框架。
Angew Chem Int Ed Engl. 2020 Sep 21;59(39):17154-17161. doi: 10.1002/anie.202005374. Epub 2020 Jul 29.
2
Chalcogen Bonding: An Overview.硫属键合:概述。
Angew Chem Int Ed Engl. 2019 Feb 11;58(7):1880-1891. doi: 10.1002/anie.201809432. Epub 2018 Dec 4.
3
Can modified DNA base pairs with chalcogen bonding expand the genetic alphabet? A combined quantum chemical and molecular dynamics simulation study.含硫属键的修饰 DNA 碱基对能否扩展遗传密码子?量子化学和分子动力学模拟的联合研究。
Phys Chem Chem Phys. 2020 Nov 7;22(41):23754-23765. doi: 10.1039/d0cp04921b. Epub 2020 Oct 16.
4
From Noncovalent Chalcogen-Chalcogen Interactions to Supramolecular Aggregates: Experiments and Calculations.从非共价的硫属元素-硫属元素相互作用到超分子聚集体:实验和计算。
Chem Rev. 2018 Feb 28;118(4):2010-2041. doi: 10.1021/acs.chemrev.7b00449. Epub 2018 Feb 8.
5
Unusually short chalcogen bonds involving organoselenium: insights into the Se-N bond cleavage mechanism of the antioxidant ebselen and analogues.涉及有机硒的异常短的硫族元素键:对抗氧化剂依布硒啉及其类似物的Se-N键断裂机制的见解。
Chemistry. 2015 Apr 27;21(18):6793-800. doi: 10.1002/chem.201405998. Epub 2015 Mar 12.
6
Non-Classical Synthons: Supramolecular Recognition by S⋅⋅⋅O Chalcogen Bonding in Molecular Complexes of Riluzole.非经典给体:利鲁唑分子配合物中 S···O 类卤键的超分子识别
Chemistry. 2019 Mar 7;25(14):3591-3597. doi: 10.1002/chem.201805131. Epub 2019 Feb 6.
7
Chalcogen-Bonding Supramolecular Polymers.硫属键超分子聚合物。
J Org Chem. 2020 Jul 2;85(13):8397-8404. doi: 10.1021/acs.joc.0c00723. Epub 2020 Jun 18.
8
Robust Supramolecular Dimers Derived from Benzylic-Substituted 1,2,4-Selenodiazolium Salts Featuring Selenium⋯π Chalcogen Bonding.基于苄基取代 1,2,4-硒二唑翁盐的稳定超分子二聚体,其特征为硒⋯π 键合。
Int J Mol Sci. 2022 Nov 29;23(23):14973. doi: 10.3390/ijms232314973.
9
Constructing Molecular Networks on Metal Surfaces through Tellurium-Based Chalcogen-Organic Interaction.通过碲基硫族元素-有机相互作用在金属表面构建分子网络
ACS Nano. 2024 Oct 15;18(41):28425-28432. doi: 10.1021/acsnano.4c11344. Epub 2024 Oct 3.
10
The Chalcogen Bond in Crystalline Solids: A World Parallel to Halogen Bond.晶体固体中的硫族元素键:一个与卤键平行的世界。
Acc Chem Res. 2019 May 21;52(5):1313-1324. doi: 10.1021/acs.accounts.9b00037. Epub 2019 May 13.

引用本文的文献

1
Chalcogen-Guided Control of Azoarene Photoswitching: Tuning Excited-State Energies Through Electronic Property Modulation.硫族元素引导的氮杂芳烃光开关控制:通过电子性质调制调节激发态能量。
Chemistry. 2025 Aug 13;31(45):e01571. doi: 10.1002/chem.202501571. Epub 2025 Jul 22.
2
Supramolecular Chalcogen-Bonded Shape Memory Actuators.超分子硫族键合形状记忆致动器
Angew Chem Int Ed Engl. 2025 Jul 21;64(30):e202508101. doi: 10.1002/anie.202508101. Epub 2025 Jun 1.
3
Evidence for and evaluation of fluorine-tellurium chalcogen bonding.

本文引用的文献

1
Dual Chalcogen-Chalcogen Bonding Catalysis.双硫属键催化。
J Am Chem Soc. 2020 Feb 12;142(6):3117-3124. doi: 10.1021/jacs.9b12610. Epub 2020 Jan 30.
2
Anion Recognition by Neutral Chalcogen Bonding Receptors: Experimental and Theoretical Investigations.阴离子识别的中性硫属键受体:实验和理论研究。
Chemistry. 2020 Apr 9;26(21):4706-4713. doi: 10.1002/chem.201905786. Epub 2020 Feb 19.
3
The Importance of 1,5-Oxygen⋅⋅⋅Chalcogen Interactions in Enantioselective Isochalcogenourea Catalysis.1,5-氧······杂原子相互作用在对映选择性异同硫脲催化中的重要性。
氟-碲硫属元素键合的证据及评估
Chem Sci. 2023 Jun 5;14(26):7221-7229. doi: 10.1039/d3sc00849e. eCollection 2023 Jul 5.
4
Supramolecular Self-Assembly of Engineered Polyproline Helices.超分子自组装工程化聚脯氨酸螺旋。
ACS Macro Lett. 2023 Jul 18;12(7):908-914. doi: 10.1021/acsmacrolett.3c00304. Epub 2023 Jun 26.
5
A Reversibly Porous Supramolecular Peptide Framework.一种可还原的多孔超分子肽骨架。
Chemistry. 2022 Nov 25;28(66):e202202368. doi: 10.1002/chem.202202368. Epub 2022 Oct 1.
6
A Quantitative Molecular Orbital Perspective of the Chalcogen Bond.定量分子轨道视角下的硫属元素键。
ChemistryOpen. 2021 Apr;10(4):391-401. doi: 10.1002/open.202000323. Epub 2021 Feb 17.
7
Chalcogen bonds: Hierarchical ab initio benchmark and density functional theory performance study.硫族元素键:从头算分层基准及密度泛函理论性能研究
J Comput Chem. 2021 Apr 15;42(10):688-698. doi: 10.1002/jcc.26489. Epub 2021 Feb 5.
8
The Nature of Strong Chalcogen Bonds Involving Chalcogen-Containing Heterocycles.涉及含硫属元素杂环的强硫属元素键的本质。
Angew Chem Int Ed Engl. 2020 Nov 16;59(47):21236-21243. doi: 10.1002/anie.202010309. Epub 2020 Sep 7.
Angew Chem Int Ed Engl. 2020 Feb 24;59(9):3705-3710. doi: 10.1002/anie.201914421. Epub 2020 Feb 3.
4
Concurring Chalcogen- and Halogen-Bonding Interactions in Supramolecular Polymers for Crystal Engineering Applications.用于晶体工程应用的超分子聚合物中同时存在的硫族元素键和卤键相互作用。
Chemistry. 2020 Mar 2;26(13):2904-2913. doi: 10.1002/chem.201904762. Epub 2020 Feb 10.
5
Carbonyl Activation by Selenium- and Tellurium-Based Chalcogen Bonding in a Michael Addition Reaction.迈克尔加成反应中基于硒和碲的硫族元素键合对羰基的活化作用
Chemistry. 2020 Jan 27;26(6):1258-1262. doi: 10.1002/chem.201905057. Epub 2020 Jan 21.
6
Chalcogen Bonding Catalysis of a Nitro-Michael Reaction.硫属元素键催化的硝基-迈克尔反应
Angew Chem Int Ed Engl. 2019 Nov 18;58(47):16923-16927. doi: 10.1002/anie.201910639. Epub 2019 Oct 23.
7
Dithienothiophenes at Work: Access to Mechanosensitive Fluorescent Probes, Chalcogen-Bonding Catalysis, and Beyond.二噻吩并噻吩的应用:机械响应型荧光探针、硫属键催化及其他领域的研究进展
Chem Rev. 2019 Oct 9;119(19):10977-11005. doi: 10.1021/acs.chemrev.9b00279. Epub 2019 Aug 15.
8
Chalcogen-Chalcogen Bonding Catalysis Enables Assembly of Discrete Molecules.硫属元素-硫属元素键催化促进离散分子的组装。
J Am Chem Soc. 2019 Jun 12;141(23):9175-9179. doi: 10.1021/jacs.9b03806. Epub 2019 May 30.
9
The Chalcogen Bond in Crystalline Solids: A World Parallel to Halogen Bond.晶体固体中的硫族元素键:一个与卤键平行的世界。
Acc Chem Res. 2019 May 21;52(5):1313-1324. doi: 10.1021/acs.accounts.9b00037. Epub 2019 May 13.
10
Designing Hydrogen-Bonded Organic Frameworks (HOFs) with Permanent Porosity.设计具有永久孔隙率的氢键有机框架(HOFs)。
Angew Chem Int Ed Engl. 2019 Aug 12;58(33):11160-11170. doi: 10.1002/anie.201902147. Epub 2019 May 17.