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A General Synthetic Approach and Photophysical Properties of Regioselectively Fluorinated [5]- and [6]-Helical Bispiroindenofluorenes

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F20%3A10414665" target="_blank" >RIV/00216208:11310/20:10414665 - isvavai.cz</a>

  • Result on the web

    <a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=x36RzYBlgk" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=x36RzYBlgk</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1002/cplu.202000434" target="_blank" >10.1002/cplu.202000434</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    A General Synthetic Approach and Photophysical Properties of Regioselectively Fluorinated [5]- and [6]-Helical Bispiroindenofluorenes

  • Original language description

    A first series of fluorinated [n]helical compounds (n=5 and 6) with the dihydroindenofluorene scaffold was prepared in 5 or 9 (octafluorinated dihydroindenofluorene) steps and their photophysical properties were determined. Rh-catalyzed intramolecular [2+2+2] cyclotrimerization of triyndiols, which were prepared in a modular fashion from simple starting material such as fluorinated haloarylcarbaldehydes, to the intermediate [n]helical dihydroindeno[2,1-c]fluorene-5,8-diols was the crucial synthetic step and proceeded with high efficacy. Their further transformation gave the desired selectively fluorinated bispirodihydroindeno[2,1-c]fluorenes. Their absorption and emission spectra were recorded. The fluorescence quantum yields were up to 92 % and the emission maxima were red-shifted in comparison with their non-fluorinated counterparts (386-413 nm).

  • 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

    10401 - Organic chemistry

Result continuities

  • Project

    <a href="/en/project/GA18-17823S" target="_blank" >GA18-17823S: Syntheses of Fluorenes, Indenofluorenes and Derivatives Thereof Based on Catalytic Reactions</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

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

    ChemPlusChem [online]

  • ISSN

    2192-6506

  • e-ISSN

  • Volume of the periodical

    85

  • Issue of the periodical within the volume

    9

  • Country of publishing house

    DE - GERMANY

  • Number of pages

    7

  • Pages from-to

    2010-2016

  • UT code for WoS article

    000573610000010

  • EID of the result in the Scopus database

    2-s2.0-85090491752