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

cyclodextrins gold nanorods host–guest chemistry light-responsive materials molecular switches self-assembly

Journal

Beilstein journal of organic chemistry
ISSN: 1860-5397
Titre abrégé: Beilstein J Org Chem
Pays: Germany
ID NLM: 101250746

Informations de publication

Date de publication:
2019
Historique:
received: 15 03 2019
accepted: 12 06 2019
entrez: 12 7 2019
pubmed: 12 7 2019
medline: 12 7 2019
Statut: epublish

Résumé

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.

Identifiants

pubmed: 31293690
doi: 10.3762/bjoc.15.140
pmc: PMC6604721
doi:

Types de publication

Journal Article

Langues

eng

Pagination

1407-1415

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Auteurs

Maximilian Niehues (M)

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

Patricia Tegeder (P)

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

Bart Jan Ravoo (BJ)

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

Classifications MeSH