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Surface-Confined Macrocyclization via Dynamic Covalent Chemistry

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F20%3A00522609" target="_blank" >RIV/61388955:_____/20:00522609 - isvavai.cz</a>

  • Alternative codes found

    RIV/61388963:_____/20:00522609

  • Result on the web

    <a href="http://hdl.handle.net/11104/0307074" target="_blank" >http://hdl.handle.net/11104/0307074</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/acsnano.9b07671" target="_blank" >10.1021/acsnano.9b07671</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Surface-Confined Macrocyclization via Dynamic Covalent Chemistry

  • Original language description

    Surface-confined synthesis is a promising approach to build complex molecular nanostructures including macrocycles. However, despite the recent advances in on-surface macrocyclization under ultrahigh vacuum, selective synthesis of monodisperse and multicomponent macrocycles remains a challenge. Here, we report on an on-surface formation of [6 + 6] Schiff-base macrocycles via dynamic covalent chemistry. The macrocycles form two-dimensional crystalline domains on the micrometer scale, enabled by dynamic conversion of open-chain oligomers into well-defined ∼3.0 nm hexagonal macrocycles. We further show that by tailoring the length of the alkyl substituents, it is possible to control which of three possible products-oligomers, macrocycles, or polymers-will form at the surface. In situ scanning tunneling microscopy imaging combined with density functional theory calculations and molecular dynamics simulations unravel the synergistic effect of surface confinement and solvent in leading to preferential on-surface macrocyclization.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10403 - Physical chemistry

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2020

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    ACS Nano

  • ISSN

    1936-0851

  • e-ISSN

  • Volume of the periodical

    14

  • Issue of the periodical within the volume

    3

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    10

  • Pages from-to

    2956-2965

  • UT code for WoS article

    000526301400033

  • EID of the result in the Scopus database

    2-s2.0-85080082394