• 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

含八边形的分子纳米碳的合成。

Synthesis of octagon-containing molecular nanocarbons.

作者信息

González Miera Greco, Matsubara Satoshi, Kono Hideya, Murakami Kei, Itami Kenichiro

机构信息

Institute of Transformative Bio-Molecules (WPI-ITbM) and Graduate School of Science, Nagoya University Chikusa Nagoya 464-8602 Japan

Department of Chemistry, School of Science, Kwansei Gakuin University Sanda Hyogo 669-1337 Japan

出版信息

Chem Sci. 2021 Dec 13;13(7):1848-1868. doi: 10.1039/d1sc05586k. eCollection 2022 Feb 16.

DOI:10.1039/d1sc05586k
PMID:35308842
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8848939/
Abstract

Nanocarbons, such as fullerenes, carbon nanotubes, and graphenes, have long inspired the scientific community. In order to synthesize nanocarbon molecules in an atomically precise fashion, many synthetic reactions have been developed. The ultimate challenge for synthetic chemists in nanocarbon science is the creation of periodic three-dimensional (3D) carbon crystals. In 1991, Mackay and Terrones proposed periodic 3D carbon crystals with negative Gaussian curvatures that consist of six- and eight-membered rings (the so-called Mackay-Terrones crystals). The existence of the eight-membered rings causes a warped nanocarbon structure. The Mackay-Terrones crystals are considered a "dream material", and have been predicted to exhibit extraordinary mechanical, magnetic, and optoelectronic properties (harder than diamond, for example). To turn the dream of having this wonder material into reality, the development of methods enabling the creation of octagon-embedding polycyclic structures (or nanographenes) is of fundamental and practical importance. This review describes the most vibrant synthetic achievements that the scientific community has performed to obtain curved polycyclic nanocarbons with eight-membered rings, building blocks that could potentially give access as templates to larger nanographenes, and eventually to Mackay-Terrones crystals, by structural expansion strategies.

摘要

富勒烯、碳纳米管和石墨烯等纳米碳长期以来一直激发着科学界的兴趣。为了以原子精确的方式合成纳米碳分子,人们开发了许多合成反应。纳米碳科学中合成化学家面临的最终挑战是创造周期性的三维(3D)碳晶体。1991年,麦凯和特罗内斯提出了具有负高斯曲率的周期性3D碳晶体,其由六元环和八元环组成(即所谓的麦凯-特罗内斯晶体)。八元环的存在导致纳米碳结构发生扭曲。麦凯-特罗内斯晶体被认为是一种“梦幻材料”,并被预测具有非凡的机械、磁性和光电性能(例如比钻石还硬)。为了将拥有这种神奇材料的梦想变为现实,开发能够创建嵌入八边形的多环结构(或纳米石墨烯)的方法具有根本和实际的重要性。本综述描述了科学界为获得带有八元环的弯曲多环纳米碳所取得的最具活力的合成成果,这些构建块有可能通过结构扩展策略作为模板用于制备更大的纳米石墨烯,并最终用于制备麦凯-特罗内斯晶体。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/5ea024bda90c/d1sc05586k-s25.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/22aa2ea0d6bb/d1sc05586k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/ee89b41de0e9/d1sc05586k-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/8bb6209795e5/d1sc05586k-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/47958421fb2b/d1sc05586k-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/79e2f706c584/d1sc05586k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/c8ea005a268b/d1sc05586k-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/4fcf1efde1b0/d1sc05586k-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/bcef02e635a8/d1sc05586k-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/1b9953ab5bc6/d1sc05586k-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/61f7e1abc78c/d1sc05586k-s6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/7265aee1543e/d1sc05586k-s7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/b486f4eefb91/d1sc05586k-s8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/c982e0f239cb/d1sc05586k-s9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/19ad039f94dd/d1sc05586k-s10.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/28035ebd71ea/d1sc05586k-s11.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/e82dca42feea/d1sc05586k-s12.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/c21c730066ca/d1sc05586k-s13.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/6319bf4b79fe/d1sc05586k-s14.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/76fd2aaecedd/d1sc05586k-s15.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/f94a4646de4b/d1sc05586k-s17.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/38ac42b447e1/d1sc05586k-s19.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/f1e8842620df/d1sc05586k-s21.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/9e9f56b9247e/d1sc05586k-s23.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/5ea024bda90c/d1sc05586k-s25.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/22aa2ea0d6bb/d1sc05586k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/ee89b41de0e9/d1sc05586k-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/8bb6209795e5/d1sc05586k-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/47958421fb2b/d1sc05586k-f4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/79e2f706c584/d1sc05586k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/c8ea005a268b/d1sc05586k-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/4fcf1efde1b0/d1sc05586k-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/bcef02e635a8/d1sc05586k-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/1b9953ab5bc6/d1sc05586k-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/61f7e1abc78c/d1sc05586k-s6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/7265aee1543e/d1sc05586k-s7.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/b486f4eefb91/d1sc05586k-s8.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/c982e0f239cb/d1sc05586k-s9.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/19ad039f94dd/d1sc05586k-s10.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/28035ebd71ea/d1sc05586k-s11.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/e82dca42feea/d1sc05586k-s12.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/c21c730066ca/d1sc05586k-s13.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/6319bf4b79fe/d1sc05586k-s14.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/76fd2aaecedd/d1sc05586k-s15.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/f94a4646de4b/d1sc05586k-s17.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/38ac42b447e1/d1sc05586k-s19.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/f1e8842620df/d1sc05586k-s21.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/9e9f56b9247e/d1sc05586k-s23.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b379/8848939/5ea024bda90c/d1sc05586k-s25.jpg

相似文献

1
Synthesis of octagon-containing molecular nanocarbons.含八边形的分子纳米碳的合成。
Chem Sci. 2021 Dec 13;13(7):1848-1868. doi: 10.1039/d1sc05586k. eCollection 2022 Feb 16.
2
Toward Negatively Curved Carbons.迈向负曲率碳。
Acc Chem Res. 2018 Jul 17;51(7):1630-1642. doi: 10.1021/acs.accounts.8b00140. Epub 2018 Jul 5.
3
Topologically Unique Molecular Nanocarbons.拓扑独特的分子纳米碳管。
Acc Chem Res. 2019 Oct 15;52(10):2760-2767. doi: 10.1021/acs.accounts.9b00402. Epub 2019 Sep 13.
4
Schwarzites and Triply Periodic Minimal Surfaces: From Pure Topology Mathematics to Macroscale Applications.Schwarzite结构与三重周期极小曲面:从纯粹拓扑数学到宏观尺度应用
Small. 2024 Jun 14:e2400351. doi: 10.1002/smll.202400351.
5
Large π-Extended and Curved Carbon Nanorings as Carbon Nanotube Segments.作为碳纳米管片段的大π-扩展和弯曲碳纳米环
Acc Chem Res. 2021 Nov 16;54(22):4178-4190. doi: 10.1021/acs.accounts.1c00505. Epub 2021 Oct 29.
6
Chiral Molecular Carbon Nanostructures.手性分子碳纳米结构
Acc Chem Res. 2019 Jun 18;52(6):1565-1574. doi: 10.1021/acs.accounts.9b00144. Epub 2019 Jun 4.
7
Synthesis of Heptagon-Containing Polyarenes by Catalytic C-H Activation.通过催化C-H活化合成含七元环的聚芳烃
Angew Chem Int Ed Engl. 2023 Dec 18;62(51):e202311770. doi: 10.1002/anie.202311770. Epub 2023 Nov 14.
8
Structural, electronic, optical and vibrational properties of nanoscale carbons and nanowires: a colloquial review.纳米碳和纳米线的结构、电子、光学和振动特性:通俗评论。
J Phys Condens Matter. 2010 Aug 25;22(33):334201. doi: 10.1088/0953-8984/22/33/334201. Epub 2010 Aug 4.
9
Facile Synthesis of Nitrogen-Doped Nanographenes with Joined Nonhexagons via a Ring Expansion Strategy.通过环扩张策略轻松合成具有连接非六边形的氮掺杂纳米石墨烯。
Angew Chem Int Ed Engl. 2023 May 15;62(21):e202302761. doi: 10.1002/anie.202302761. Epub 2023 Apr 17.
10
Toward multifunctional wet chemically functionalized graphene-integration of oligomeric, molecular, and particulate building blocks that reveal photoactivity and redox activity.朝着多功能湿化学功能化石墨烯迈进——寡聚、分子和颗粒状构建块的整合,展现出光活性和氧化还原活性。
Acc Chem Res. 2013 Jan 15;46(1):53-64. doi: 10.1021/ar300124z. Epub 2012 Aug 23.

引用本文的文献

1
Electrochemical cascade access to hetero[8]circulenes as potent organophotocatalysts for diverse C-X bond formations.通过电化学级联反应合成杂[8]环烯,作为用于多种碳-卤键形成的高效有机光催化剂。
Nat Commun. 2025 Jul 1;16(1):5682. doi: 10.1038/s41467-025-60889-w.
2
Ring Contraction of Cyclooctatetraenes toward Non-Benzenoid Polycyclic Aromatic Hydrocarbons by Au(111)-Catalysis and Bulk Pyrolysis.通过金(111)催化和本体热解使环辛四烯向非苯型多环芳烃的环收缩反应
Chemistry. 2025 Jul 17;31(40):e202501101. doi: 10.1002/chem.202501101. Epub 2025 Jun 27.
3
-TEtraQuinoline (-TEQ): an inherently chiral N4 macrocyclic quinoline tetramer.

本文引用的文献

1
Benzo-fused Tri[8]annulenes as Molecular Models of Cubic Graphite.苯并稠合三[8]环烯作为立方石墨的分子模型
Angew Chem Int Ed Engl. 2021 Sep 6;60(37):20220-20224. doi: 10.1002/anie.202106233. Epub 2021 Aug 6.
2
Construction of Heptagon-Containing Molecular Nanocarbons.构建含七元环的分子纳米碳管。
Angew Chem Int Ed Engl. 2021 Oct 25;60(44):23508-23532. doi: 10.1002/anie.202100260. Epub 2021 Jul 8.
3
Octagon-Embedded Carbohelicene as a Chiral Motif for Circularly Polarized Luminescence Emission of Saddle-Helix Nanographenes.
-四喹啉(-TEQ):一种具有固有手性的N4大环喹啉四聚体。
Chem Sci. 2025 May 20;16(24):10714-10721. doi: 10.1039/d5sc02937f. eCollection 2025 Jun 18.
4
Transition metal-free metal-catalyzed cyclotrimerization of didehydro[8]annulenes (COTynes): a complex pathway to non-planar PAHs - Dewar benzenes benzotri[8]annulenes.无过渡金属催化的二脱氢[8]轮烯(COTynes)的环三聚反应:通向非平面多环芳烃——杜瓦苯并三[8]轮烯的复杂途径。
Chem Sci. 2025 May 8. doi: 10.1039/d5sc03035h.
5
Intramolecular Alkyne Aromatization: Unexpected Synthesis of Expanded [9]Helicene and π-Extended Double [4]Helicene, and Their Molecular Geometry Effect on Transistor Memory.分子内炔烃芳构化:意外合成扩展型[9]螺旋烯和π-扩展双[4]螺旋烯及其对晶体管存储器的分子几何效应
Small Sci. 2023 Jun 29;3(8):2300040. doi: 10.1002/smsc.202300040. eCollection 2023 Aug.
6
A Key Fragment in Carbon Schwarzite Unit Cells and Its Triple [6]Helicene Precursor.碳黑烯晶胞中的一个关键片段及其三聚[6]螺旋烯前体。
Angew Chem Int Ed Engl. 2025 May;64(21):e202501169. doi: 10.1002/anie.202501169. Epub 2025 Mar 18.
7
Diastereomeric Configuration Drives an On-Surface Specific Rearrangement into Low Bandgap Non-Benzenoid Graphene Nanoribbons.非对映体构型驱动表面特异性重排形成低带隙非苯型石墨烯纳米带。
J Am Chem Soc. 2025 Mar 5;147(9):7245-7254. doi: 10.1021/jacs.4c10478. Epub 2025 Feb 19.
8
Regioselective late-stage functionalization of tetraphenylenes: rapid construction of double helical architectures and potential hole transport materials.四苯并菲的区域选择性后期官能化:双螺旋结构的快速构建及潜在的空穴传输材料
Chem Sci. 2025 Jan 25;16(10):4342-4351. doi: 10.1039/d4sc07803a. eCollection 2025 Mar 5.
9
From flat to twisted - multifunctional phosphacyclic nanocarbons based on Vat Orange 3.从扁平到扭曲——基于还原橙3的多功能磷杂环纳米碳
Chem Sci. 2025 Jan 28;16(8):3680-3692. doi: 10.1039/d4sc07106a. eCollection 2025 Feb 19.
10
Synthesis, structure and π-expansion of tris(4,5-dehydro-2,3:6,7-dibenzotropone).三(4,5-脱氢-2,3:6,7-二苯并环庚三烯酮)的合成、结构与π-扩展
Beilstein J Org Chem. 2025 Jan 2;21:1-7. doi: 10.3762/bjoc.21.1. eCollection 2025.
嵌入八边形的碳螺旋烯作为鞍形螺旋纳米石墨烯圆偏振发光的手性基元。
Angew Chem Int Ed Engl. 2021 Mar 8;60(11):6094-6100. doi: 10.1002/anie.202015368. Epub 2021 Feb 3.
4
Chiral Hydroxytetraphenylene-Boron Complex Catalyzed Asymmetric Diels-Alder Cycloaddition of 2'-Hydroxychalcones.手性羟基四亚苯基-硼配合物催化2'-羟基查尔酮的不对称狄尔斯-阿尔德环加成反应
Org Lett. 2020 Oct 16;22(20):8023-8027. doi: 10.1021/acs.orglett.0c02978. Epub 2020 Sep 29.
5
Synthetic Strategies of Carbon Nanobelts and Related Belt-Shaped Polycyclic Aromatic Hydrocarbons.碳纳米带及相关带状多环芳烃的合成策略
Chemistry. 2020 Nov 20;26(65):14791-14801. doi: 10.1002/chem.202002316. Epub 2020 Oct 19.
6
Tandem Oxidative Ring Expansion for Synthesis of Dibenzocyclooctaphenanthrenes.用于合成二苯并环辛菲的串联氧化扩环反应
Org Lett. 2020 Jul 2;22(13):5121-5125. doi: 10.1021/acs.orglett.0c01725. Epub 2020 Jun 18.
7
An Isosteric Triaza Analogue of a Polycyclic Aromatic Hydrocarbon Monkey Saddle.多环芳烃猴鞍的等排三嗪类似物。
Chemistry. 2020 Nov 17;26(64):14560-14564. doi: 10.1002/chem.202002826. Epub 2020 Oct 12.
8
Surface-topology-controlled mechanical characteristics of triply periodic carbon Schwarzite foams.具有三重周期性的碳施瓦茨晶体泡沫材料的表面拓扑结构控制的力学特性。
Soft Matter. 2020 May 7;16(17):4324-4338. doi: 10.1039/d0sm00136h. Epub 2020 Apr 22.
9
Catalytic Synthesis of 8-Membered Ring Compounds via Cobalt(III)-Carbene Radicals.通过钴(III)-卡宾自由基催化合成八元环化合物。
Angew Chem Int Ed Engl. 2020 Jun 26;59(27):11073-11079. doi: 10.1002/anie.202002674. Epub 2020 Apr 24.
10
An Endergonic Synthesis of Single Sondheimer-Wong Diyne by Local Probe Chemistry.通过局部探针化学法进行单桑德海默-王二炔的吸能合成。
Angew Chem Int Ed Engl. 2020 Jun 26;59(27):10842-10847. doi: 10.1002/anie.202001268. Epub 2020 Apr 21.