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Photocatalytic Systems with Flavinium Salts: From Photolyase Models to Synthetic Tool for Cyclobutane Ring Opening

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F16%3A43902794" target="_blank" >RIV/60461373:22310/16:43902794 - isvavai.cz</a>

  • Result on the web

    <a href="http://dx.doi.org/10.1021/acs.orglett.6b01743" target="_blank" >http://dx.doi.org/10.1021/acs.orglett.6b01743</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/acs.orglett.6b01743" target="_blank" >10.1021/acs.orglett.6b01743</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Photocatalytic Systems with Flavinium Salts: From Photolyase Models to Synthetic Tool for Cyclobutane Ring Opening

  • Original language description

    Two new photocatalytic systems based on flavinium species formed in situ by protonation of riboflavin-tetraacetate (1) with triflic acid or prepared in advance via alloxazine quaternization are presented as effective tools for oxidative cyclobutane ring [2 + 2] cycloreversion using visible light. The system with 1,3-dimethyl-8-trifluoromethylalloxazinium perchlorate (2c) was found to be superior allowing an acid-free mild procedure, which results in the opening of cyclobutanes with high oxidation potential (up to 2.14 V) and/or with sensitive groups (e.g., furan) without side reactions.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/GA14-09190S" target="_blank" >GA14-09190S: Towards photoorganocatalytic metathesis: [2+2] cycloaddition of alkenes and cyclobutane ring cleavage mediated by flavins and visible light</a><br>

  • Continuities

    S - Specificky vyzkum na vysokych skolach

Others

  • Publication year

    2016

  • Confidentiality

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

Data specific for result type

  • Name of the periodical

    Organic Letters

  • ISSN

    1523-7060

  • e-ISSN

  • Volume of the periodical

    18

  • Issue of the periodical within the volume

    15

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    4

  • Pages from-to

    3710-3713

  • UT code for WoS article

    000381236300051

  • EID of the result in the Scopus database