• 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

寻找硼氮苯衍生物中的双σ-和π-芳香性。

Searching for double σ- and π-aromaticity in borazine derivatives.

作者信息

Pino-Rios Ricardo, Vásquez-Espinal Alejandro, Yañez Osvaldo, Tiznado William

机构信息

Laboratorio de Química Teórica, Facultad de Química y Biología, Universidad de Santiago de Chile (USACH) Av. Libertador Bernardo O'Higgins 3363 Santiago Estación Central, Región Metropolitana Chile

Computational and Theoretical Chemistry Group, Departamento de Ciencias Químicas, Facultad de Ciencias Exactas, Universidad Andres Bello República 498 Santiago Chile

出版信息

RSC Adv. 2020 Aug 11;10(50):29705-29711. doi: 10.1039/d0ra05939k. eCollection 2020 Aug 10.

DOI:10.1039/d0ra05939k
PMID:35518239
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9056176/
Abstract

Inspired by the double-aromatic (σ and π) CH , CI , and C(SePh) ring-shaped compounds, herein we theoretically study their borazine derivative analogues. The systems studied are the cation and dications with formulas BNH , BNBr , BNI , BN(SeH) , and BN(TeH) . Our DFT calculations indicate that the ring-shaped planar structures of BNH , BNI , and BN(TeH) are more stable in the singlet state, while those of BNBr and BN(SeH) prefer the triplet state. Besides, exploration of the potential energy surface shows that the ring-shaped structure is the putative global minimum only for BNI . According to chemical bonding analysis, BNH , BNI , and BN(TeH) have σ and π delocalized bonds. The number of delocalized σ/π electrons is 2/6 for the first, and 10/6 for the second and third, similar to what their carbon analogs exhibit. Finally, the analysis of the magnetically induced current density allows BNH , BNI , and BN(TeH) to be classified as strongly σ aromatic, and poorly π aromatic compounds.

摘要

受双芳香性（σ和π）的CH、CI和C(SePh)环状化合物的启发，在此我们对它们的硼嗪衍生物类似物进行理论研究。所研究的体系是分子式为BNH、BNBr、BNI、BN(SeH)和BN(TeH)的阳离子和双阳离子。我们的密度泛函理论（DFT）计算表明，BNH、BNI和BN(TeH)的环状平面结构在单重态下更稳定，而BNBr和BN(SeH)的则更倾向于三重态。此外，对势能面的探索表明，环状结构仅对BNI而言是假定的全局最小值。根据化学键分析，BNH、BNI和BN(TeH)具有σ和π离域键。第一个的离域σ/π电子数为2/6，第二个和第三个为10/6，与它们的碳类似物表现出的情况相似。最后，对磁诱导电流密度的分析使BNH、BNI和BN(TeH)被归类为强σ芳香性和弱π芳香性化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64ac/9056176/c402162ccf52/d0ra05939k-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64ac/9056176/2a6031ceff4b/d0ra05939k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64ac/9056176/d844756eadd9/d0ra05939k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64ac/9056176/a69eef38720c/d0ra05939k-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64ac/9056176/9b24b98aebd4/d0ra05939k-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64ac/9056176/c402162ccf52/d0ra05939k-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64ac/9056176/2a6031ceff4b/d0ra05939k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64ac/9056176/d844756eadd9/d0ra05939k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64ac/9056176/a69eef38720c/d0ra05939k-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64ac/9056176/9b24b98aebd4/d0ra05939k-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/64ac/9056176/c402162ccf52/d0ra05939k-f4.jpg

相似文献

1
Searching for double σ- and π-aromaticity in borazine derivatives.寻找硼氮苯衍生物中的双σ-和π-芳香性。
RSC Adv. 2020 Aug 11;10(50):29705-29711. doi: 10.1039/d0ra05939k. eCollection 2020 Aug 10.
2
Theoretical study of the effects of substituents (F, Cl, Br, CH, and CN) on the aromaticity of borazine.取代基（F、Cl、Br、CH和CN）对硼氮苯芳香性影响的理论研究
J Mol Model. 2018 Jan 8;24(1):34. doi: 10.1007/s00894-017-3555-x.
3
Delocalization in Substituted Benzene Dications: A Magnetic Point of View.取代苯二价阳离子中的离域：磁学视角
ChemistryOpen. 2020 Jun 2;9(6):657-661. doi: 10.1002/open.202000105. eCollection 2020 Jun.
4
σ-Aromaticity in hexa-group 16 atom-substituted benzene dications: a theoretical study.六元环 16 原子取代苯二阳离子中的 σ-芳性：理论研究。
J Org Chem. 2014 Mar 21;79(6):2640-6. doi: 10.1021/jo500098h. Epub 2014 Mar 6.
5
Calculations of current densities for neutral and doubly charged persubstituted benzenes using effective core potentials.使用有效核势计算中性和双电荷全取代苯的电流密度。
Phys Chem Chem Phys. 2017 Mar 8;19(10):7124-7131. doi: 10.1039/c7cp00194k.
6
Aromatic character of planar boron-based clusters revisited by ring current calculations.通过环电流计算重新审视平面硼基簇的芳香性
Phys Chem Chem Phys. 2016 Apr 28;18(17):11919-31. doi: 10.1039/c5cp07391j.
7
Global Aromaticity in Macrocyclic Polyradicaloids: Hückel's Rule or Baird's Rule?大环多自由基体系中的全局芳香性：休克尔规则还是贝尔德规则？
Acc Chem Res. 2019 Aug 20;52(8):2309-2321. doi: 10.1021/acs.accounts.9b00257. Epub 2019 Jul 17.
8
iodoannulenes: A Generalized Annulene-within-an-Annulene Paradigm for Combined σ and π Ring Currents.碘代轮烯：一种用于组合σ和π环电流的广义轮烯套轮烯范式。
J Phys Chem A. 2021 Jul 29;125(29):6374-6383. doi: 10.1021/acs.jpca.1c03170. Epub 2021 Jul 19.
9
OsB : An Aromatic Osmium-Centered Monocyclic Boron Ring.OsB：一种以锇为中心的芳香单环硼环。
Front Chem. 2021 Sep 10;9:751482. doi: 10.3389/fchem.2021.751482. eCollection 2021.
10
Planar pentacoordinate s-block metals.平面五配位的s区金属。
Chem Sci. 2023 Jul 14;14(33):8785-8791. doi: 10.1039/d2sc05939h. eCollection 2023 Aug 23.

引用本文的文献

1
Oxidation-induced double aromaticity in periodo-polycyclic hydrocarbons.周期多环烃中氧化诱导的双重芳香性
Chem Sci. 2025 Apr 28;16(22):9920-9933. doi: 10.1039/d4sc08696a. eCollection 2025 Jun 4.
2
In-Depth Theoretical Investigations of Borazine's Aromaticity: Tailoring Electron Delocalization through Substituent Effects.硼嗪芳香性的深入理论研究：通过取代基效应调整电子离域
Molecules. 2024 Oct 16;29(20):4902. doi: 10.3390/molecules29204902.
3
Single─Not Double─3D-Aromaticity in an Oxidized Icosahedral Dodecaiodo-Dodecaborate Cluster.

本文引用的文献

1
Which NICS method is most consistent with ring current analysis? Assessment in simple monocycles.哪种NICS方法与环电流分析最一致？简单单环化合物的评估。
RSC Adv. 2018 Apr 10;8(24):13446-13453. doi: 10.1039/c8ra01263f. eCollection 2018 Apr 9.
2
Aromatic ouroboroi: heterocycles involving a σ-donor-acceptor bond and 4n + 2 π-electrons.芳香衔尾蛇：涉及σ供体-受体键和4n + 2个π电子的杂环。
Phys Chem Chem Phys. 2020 Jan 29;22(4):1826-1832. doi: 10.1039/c9cp05071j.
3
Embedding a Planar Hypercoordinate Carbon Atom into a [4n+2] π-System.
氧化二十面体十二碘代十二硼酸盐簇中的单重而非双重3D芳香性
J Am Chem Soc. 2023 Oct 18;145(41):22527-22538. doi: 10.1021/jacs.3c07335. Epub 2023 Sep 20.
4
The hidden aromaticity in borazine.硼嗪中的隐藏芳香性。
RSC Adv. 2022 Mar 10;12(13):7906-7910. doi: 10.1039/d1ra06457f. eCollection 2022 Mar 8.
将平面超坐标碳原子嵌入到 [4n+2]π-体系中。
Chemphyschem. 2020 Jan 16;21(2):145-148. doi: 10.1002/cphc.201900998. Epub 2019 Dec 19.
4
Exploring the Potential Energy Surface of Trimetallic Deltahedral Zintl Ions: Lowest-Energy [SnGeBi] and [(SnGeBi)] Structures.探索三金属二十面体津特耳离子的势能面：最低能量的[SnGeBi]和[(SnGeBi)]结构
Inorg Chem. 2019 Aug 5;58(15):10057-10064. doi: 10.1021/acs.inorgchem.9b01206. Epub 2019 Jul 9.
5
Efficient optimization of natural resonance theory weightings and bond orders by gram-based convex programming.基于 Gram 矩阵的凸规划对自然共振理论权重和键级的有效优化。
J Comput Chem. 2019 Sep 5;40(23):2028-2035. doi: 10.1002/jcc.25855. Epub 2019 May 11.
6
(Li Si ) : The Smallest Cluster-Assembled Materials Based on Aromatic Si Rings.（李斯）：基于芳香族硅环的最小簇集组装材料。
Chemistry. 2019 Feb 18;25(10):2467-2471. doi: 10.1002/chem.201805677. Epub 2019 Jan 25.
7
AUTOMATON: A Program That Combines a Probabilistic Cellular Automata and a Genetic Algorithm for Global Minimum Search of Clusters and Molecules.自动机：一种结合概率细胞自动机和遗传算法的程序，用于搜索簇和分子的全局最小。
J Chem Theory Comput. 2019 Feb 12;15(2):1463-1475. doi: 10.1021/acs.jctc.8b00772. Epub 2019 Jan 3.
8
The making of ring currents.环形电流的形成
Phys Chem Chem Phys. 2016 Apr 28;18(17):11800-12. doi: 10.1039/c5cp07250f.
9
New Insights into Re3(μ-Cl)3Cl6 Aromaticity. Evidence of σ- and π-Diatropicity.关于Re3(μ-Cl)3Cl6芳香性的新见解。σ-和π-反磁性的证据。
J Phys Chem Lett. 2015 Nov 5;6(21):4326-30. doi: 10.1021/acs.jpclett.5b01816. Epub 2015 Oct 19.
10
Relative Weights of σ and π Ring Currents in a Few Simple Monocycles.几个简单单环中σ和π环电流的相对权重
J Chem Theory Comput. 2010 Nov 9;6(11):3343-51. doi: 10.1021/ct100442j.