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通过光响应性芳基偶氮吡唑-环糊精相互作用实现选择性功能化金纳米棒的可逆端对端组装。

Reversible end-to-end assembly of selectively functionalized gold nanorods by light-responsive arylazopyrazole-cyclodextrin interaction.

作者信息

Niehues Maximilian, Tegeder Patricia, Ravoo Bart Jan

机构信息

Organic Chemistry Institute and Center for Soft Nanoscience, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, D-48149, Germany.

出版信息

Beilstein J Org Chem. 2019 Jun 26;15:1407-1415. doi: 10.3762/bjoc.15.140. eCollection 2019.

DOI:10.3762/bjoc.15.140
PMID:31293690
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6604721/
Abstract

We propose a two-step ligand exchange for the selective end-functionalization of gold nanorods (AuNR) by thiolated cyclodextrin (CD) host molecules. As a result of the complete removal of the precursor capping agent cetyltrimethylammonium bromide (CTAB) by a tetraethylene glycol derivative, competitive binding to the host cavity was prevented, and reversible, light-responsive assembly and disassembly of the AuNR could be induced by host-guest interaction of CD on the nanorods and a photoswitchable arylazopyrazole cross-linker in aqueous solution. The end-to-end assembly of AuNR could be effectively controlled by irradiation with UV and visible light, respectively, over four cycles. By the introduction of AAP, previous disassembly limitations based on the photostationary states of azobenzenes could be solved. The combination photoresponsive interaction and selectively end-functionalized nanoparticles shows significant potential in the reversible self-assembly of inorganic-organic hybrid nanomaterials.

摘要

我们提出了一种两步配体交换法,用于通过硫醇化环糊精(CD)主体分子对金纳米棒(AuNR)进行选择性末端功能化。通过四甘醇衍生物完全去除前体封端剂十六烷基三甲基溴化铵(CTAB),可防止与主体腔的竞争性结合,并且通过纳米棒上的CD与水溶液中的光开关芳基偶氮吡唑交联剂之间的主客体相互作用,可诱导AuNR进行可逆的、光响应性组装和解组装。AuNR的端到端组装可分别通过紫外光和可见光照射在四个循环中得到有效控制。通过引入AAP,基于偶氮苯光稳态的先前拆卸限制得以解决。光响应相互作用与选择性末端功能化纳米颗粒的结合在无机-有机杂化纳米材料的可逆自组装中显示出巨大潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/855af0e34c01/Beilstein_J_Org_Chem-15-1407-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/05f3ad055114/Beilstein_J_Org_Chem-15-1407-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/f91811a630e1/Beilstein_J_Org_Chem-15-1407-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/af1a767f222f/Beilstein_J_Org_Chem-15-1407-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/e74c8ac6ebe1/Beilstein_J_Org_Chem-15-1407-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/0bff63d8880f/Beilstein_J_Org_Chem-15-1407-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/a91926df67b4/Beilstein_J_Org_Chem-15-1407-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/855af0e34c01/Beilstein_J_Org_Chem-15-1407-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/05f3ad055114/Beilstein_J_Org_Chem-15-1407-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/f91811a630e1/Beilstein_J_Org_Chem-15-1407-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/af1a767f222f/Beilstein_J_Org_Chem-15-1407-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/e74c8ac6ebe1/Beilstein_J_Org_Chem-15-1407-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/0bff63d8880f/Beilstein_J_Org_Chem-15-1407-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/a91926df67b4/Beilstein_J_Org_Chem-15-1407-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ce2/6604721/855af0e34c01/Beilstein_J_Org_Chem-15-1407-g006.jpg

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