• 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

叠氮化物和卟啉类化合物:合成方法与应用。第 2 部分-叠氮化物、酞菁、次酞菁和卟嗪。

Azides and Porphyrinoids: Synthetic Approaches and Applications. Part 2-Azides, Phthalocyanines, Subphthalocyanines and Porphyrazines.

机构信息

LAQV-REQUIMTE, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal.

CQE, Centro de Química Estrutural and IN-Institute of Nanoscience and Nanotechnology of Instituto Superior Técnico, Av. Rovisco Pais, 1049-001 Lisboa, Portugal.

出版信息

Molecules. 2020 Apr 10;25(7):1745. doi: 10.3390/molecules25071745.

DOI:10.3390/molecules25071745
PMID:32290240
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7180445/
Abstract

The reaction between organic azides and alkyne derivatives via the Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) is an efficient strategy to combine phthalocyanines and analogues with different materials. As examples of such materials, it can be considered the following ones: graphene oxide, carbon nanotubes, silica nanoparticles, gold nanoparticles, and quantum dots. This approach is also being relevant to conjugate phthalocyanines with carbohydrates and to obtain new sophisticated molecules; in such way, new systems with significant potential applications become available. This review highlights recent developments on the synthesis of phthalocyanine, subphthalocyanine, and porphyrazine derivatives where CuAAC reactions are the key synthetic step.

摘要

通过铜(I)催化的叠氮-炔环加成(CuAAC)反应,有机叠氮化物和炔烃衍生物之间的反应是将酞菁和类似物与不同材料结合的有效策略。作为此类材料的例子,可以考虑以下几种:氧化石墨烯、碳纳米管、硅纳米粒子、金纳米粒子和量子点。这种方法也与将酞菁与碳水化合物共轭并获得新的复杂分子有关;通过这种方式,可以获得具有重要潜在应用的新系统。这篇综述强调了最近在通过 CuAAC 反应作为关键合成步骤来合成酞菁、次酞菁和卟啉嗪衍生物方面的发展。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/0d0e632355c6/molecules-25-01745-sch027.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/9fe19cdea1b8/molecules-25-01745-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/76083fd1e5f2/molecules-25-01745-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/e59b3952514e/molecules-25-01745-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/1750379c64ab/molecules-25-01745-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/098c43ddd474/molecules-25-01745-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/7c4e44bca523/molecules-25-01745-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/62aa79b885a6/molecules-25-01745-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/e6e8f88445a7/molecules-25-01745-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/b9c1f27a2022/molecules-25-01745-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/9a8083770caa/molecules-25-01745-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/560eb05dfe95/molecules-25-01745-sch010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/1015bec48424/molecules-25-01745-sch011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/5e598b683e14/molecules-25-01745-sch012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/63847ace8746/molecules-25-01745-sch013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/29ced6be224e/molecules-25-01745-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/46f670b2e738/molecules-25-01745-sch014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/b82654d75295/molecules-25-01745-sch015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/7ccd529b56f5/molecules-25-01745-sch016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/62a0020f84ef/molecules-25-01745-sch017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/da9d7db1ad03/molecules-25-01745-sch018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/e8bc586e58f9/molecules-25-01745-sch019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/cd0849f56b22/molecules-25-01745-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/686dd434aa0f/molecules-25-01745-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/039a6e314683/molecules-25-01745-sch020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/efce6e0ae31c/molecules-25-01745-sch021.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/40590e0c02a5/molecules-25-01745-sch022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/8d150e65edf5/molecules-25-01745-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/91921378e8ed/molecules-25-01745-sch023.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/ec8bac4cfaa5/molecules-25-01745-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/894bafbb0d16/molecules-25-01745-sch024.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/404f9b1da39c/molecules-25-01745-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/b52698beb951/molecules-25-01745-sch025.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/f3ba6ff00fe8/molecules-25-01745-sch026.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/0d0e632355c6/molecules-25-01745-sch027.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/9fe19cdea1b8/molecules-25-01745-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/76083fd1e5f2/molecules-25-01745-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/e59b3952514e/molecules-25-01745-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/1750379c64ab/molecules-25-01745-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/098c43ddd474/molecules-25-01745-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/7c4e44bca523/molecules-25-01745-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/62aa79b885a6/molecules-25-01745-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/e6e8f88445a7/molecules-25-01745-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/b9c1f27a2022/molecules-25-01745-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/9a8083770caa/molecules-25-01745-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/560eb05dfe95/molecules-25-01745-sch010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/1015bec48424/molecules-25-01745-sch011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/5e598b683e14/molecules-25-01745-sch012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/63847ace8746/molecules-25-01745-sch013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/29ced6be224e/molecules-25-01745-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/46f670b2e738/molecules-25-01745-sch014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/b82654d75295/molecules-25-01745-sch015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/7ccd529b56f5/molecules-25-01745-sch016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/62a0020f84ef/molecules-25-01745-sch017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/da9d7db1ad03/molecules-25-01745-sch018.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/e8bc586e58f9/molecules-25-01745-sch019.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/cd0849f56b22/molecules-25-01745-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/686dd434aa0f/molecules-25-01745-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/039a6e314683/molecules-25-01745-sch020.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/efce6e0ae31c/molecules-25-01745-sch021.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/40590e0c02a5/molecules-25-01745-sch022.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/8d150e65edf5/molecules-25-01745-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/91921378e8ed/molecules-25-01745-sch023.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/ec8bac4cfaa5/molecules-25-01745-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/894bafbb0d16/molecules-25-01745-sch024.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/404f9b1da39c/molecules-25-01745-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/b52698beb951/molecules-25-01745-sch025.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/f3ba6ff00fe8/molecules-25-01745-sch026.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cb8d/7180445/0d0e632355c6/molecules-25-01745-sch027.jpg

相似文献

1
Azides and Porphyrinoids: Synthetic Approaches and Applications. Part 2-Azides, Phthalocyanines, Subphthalocyanines and Porphyrazines.叠氮化物和卟啉类化合物:合成方法与应用。第 2 部分-叠氮化物、酞菁、次酞菁和卟嗪。
Molecules. 2020 Apr 10;25(7):1745. doi: 10.3390/molecules25071745.
2
Synthesis of Porphyrin, Chlorin and Phthalocyanine Derivatives by Azide-Alkyne Click Chemistry.通过叠氮化物-炔烃点击化学合成卟啉、二氢卟吩和酞菁衍生物
Curr Med Chem. 2015;22(28):3217-54. doi: 10.2174/0929867322666150716115832.
3
CuAAC: An Efficient Click Chemistry Reaction on Solid Phase.铜催化的叠氮-炔环加成反应:一种高效的固相点击化学反应
ACS Comb Sci. 2016 Jan 11;18(1):1-14. doi: 10.1021/acscombsci.5b00087. Epub 2015 Dec 21.
4
The "click" reaction involving metal azides, metal alkynes, or both: an exploration into multimetal structures.涉及金属叠氮化物、金属炔烃或两者的“点击”反应:对多金属结构的探索。
Chemistry. 2013 Mar 11;19(11):3534-41. doi: 10.1002/chem.201204596. Epub 2013 Feb 18.
5
Solid-Phase Synthesis of RNA 5'-Azides and Their Application for Labeling, Ligation, and Cyclization Via Click Chemistry.RNA 5'-叠氮化物的固相合成及其通过点击化学进行标记、连接和环化的应用。
Curr Protoc Nucleic Acid Chem. 2020 Sep;82(1):e112. doi: 10.1002/cpnc.112.
6
Recent Advances in Recoverable Systems for the Copper-Catalyzed Azide-Alkyne Cycloaddition Reaction (CuAAC).铜催化叠氮化物-炔烃环加成反应(CuAAC)可回收体系的最新进展
Molecules. 2016 Sep 5;21(9):1174. doi: 10.3390/molecules21091174.
7
Azides and Porphyrinoids: Synthetic Approaches and Applications. Part 1-Azides, Porphyrins and Corroles.叠氮化物和卟啉类化合物:合成方法及应用。第 1 部分-叠氮化物、卟啉和Corroles。
Molecules. 2020 Apr 3;25(7):1662. doi: 10.3390/molecules25071662.
8
Fluorogenic click reaction.荧光点击反应。
Chem Soc Rev. 2010 Apr;39(4):1233-9. doi: 10.1039/b901975h. Epub 2009 Sep 30.
9
Synthesis of Polystyrene and Poly(4-vinylpyridine) Mixed Grafted Silica Nanoparticles via a Combination of ATRP and Cu -Catalyzed Azide-Alkyne Click Chemistry.通过原子转移自由基聚合(ATRP)和铜催化的叠氮化物-炔烃点击化学相结合的方法合成聚苯乙烯和聚(4-乙烯基吡啶)混合接枝二氧化硅纳米颗粒
Macromol Rapid Commun. 2017 Jan;38(1). doi: 10.1002/marc.201600475. Epub 2016 Oct 13.
10
Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide-alkyne "click" chemistry.利用叠氮化物-炔烃“点击”化学高效构建治疗剂、生物共轭物、生物材料和生物活性表面。
Adv Drug Deliv Rev. 2008 Jun 10;60(9):958-70. doi: 10.1016/j.addr.2008.02.004. Epub 2008 Mar 4.

引用本文的文献

1
Recent Progress in (Photo-)-Electrochemical Conversion of CO With Metal Porphyrinoid-Systems.金属卟啉类体系用于CO(光)电化学转化的研究进展
Front Chem. 2021 Jul 16;9:685619. doi: 10.3389/fchem.2021.685619. eCollection 2021.
2
Azides and Porphyrinoids: Synthetic Approaches and Applications. Part 1-Azides, Porphyrins and Corroles.叠氮化物和卟啉类化合物:合成方法及应用。第 1 部分-叠氮化物、卟啉和Corroles。
Molecules. 2020 Apr 3;25(7):1662. doi: 10.3390/molecules25071662.

本文引用的文献

1
Azides and Porphyrinoids: Synthetic Approaches and Applications. Part 1-Azides, Porphyrins and Corroles.叠氮化物和卟啉类化合物:合成方法及应用。第 1 部分-叠氮化物、卟啉和Corroles。
Molecules. 2020 Apr 3;25(7):1662. doi: 10.3390/molecules25071662.
2
Helical Self-Assembly of Optically Active Glycoconjugated Phthalocyanine J-Aggregates.手性糖基酞菁聚集体的螺旋自组装。
Chempluschem. 2019 Aug;84(8):1081-1093. doi: 10.1002/cplu.201900381.
3
Nanoporous Gold and Other Related Materials.纳米多孔金及其他相关材料。
Nanomaterials (Basel). 2019 Jul 27;9(8):1080. doi: 10.3390/nano9081080.
4
Synthesis and biological evaluation of glucose conjugated phthalocyanine as a second-generation photosensitizer.葡萄糖偶联酞菁的合成及作为第二代光敏剂的生物评价。
Bioorg Med Chem. 2019 Aug 1;27(15):3279-3284. doi: 10.1016/j.bmc.2019.06.005. Epub 2019 Jun 4.
5
Functional Supramolecular Gels Based on the Hierarchical Assembly of Porphyrins and Phthalocyanines.基于卟啉和酞菁分级组装的功能性超分子凝胶
Front Chem. 2019 May 15;7:336. doi: 10.3389/fchem.2019.00336. eCollection 2019.
6
Click Chemistry as a Tool for Cell Engineering and Drug Delivery.点击化学作为细胞工程和药物传递的工具。
Molecules. 2019 Jan 4;24(1):172. doi: 10.3390/molecules24010172.
7
Porphyrinoid biohybrid materials as an emerging toolbox for biomedical light management.卟啉类生物杂化材料作为生物医学光管理的新兴工具箱。
Chem Soc Rev. 2018 Oct 1;47(19):7369-7400. doi: 10.1039/c7cs00554g.
8
Application of click chemistry in nanoparticle modification and its targeted delivery.点击化学在纳米颗粒修饰及其靶向递送中的应用。
Biomater Res. 2018 Apr 13;22:13. doi: 10.1186/s40824-018-0123-0. eCollection 2018.
9
Recent biomedical applications of gold nanoparticles: A review.金纳米粒子在近期生物医学中的应用:综述。
Talanta. 2018 Jul 1;184:537-556. doi: 10.1016/j.talanta.2018.02.088. Epub 2018 Feb 26.
10
pH-Responsive Dimeric Zinc(II) Phthalocyanine in Mesoporous Silica Nanoparticles as an Activatable Nanophotosensitizing System for Photodynamic Therapy.介孔硅纳米粒子中的 pH 响应性二聚锌(II)酞菁作为一种光动力治疗的可激活纳米光敏化系统。
ACS Appl Mater Interfaces. 2017 Jul 19;9(28):23487-23496. doi: 10.1021/acsami.7b06353. Epub 2017 Jul 6.