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Effect of CH/pi interaction on exo/endo selectivity in 1,3-dipolar cycloadditions

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F04%3A00010969" target="_blank" >RIV/00216224:14310/04:00010969 - isvavai.cz</a>

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    Effect of CH/pi interaction on exo/endo selectivity in 1,3-dipolar cycloadditions

  • Original language description

    In order to prove our assumption about the role of CH/pi interaction in preferential formation of exo-isomers, we varied proton affinity of the aromatic ring of 1,3-dipolar nitril ylide reagent introducing para-substituents. Indeed the reactions of 1a with such substituted nitrile ylides yielding mixtures of diastereomers exo-2 and endo-2 showed that the amounts of endo-adducts increased with increasing electron withdrawing character of the substituents Z.

  • Czech name

    Effect of CH/pi interaction on exo/endo selectivity in 1,3-dipolar cycloadditions

  • Czech description

    In order to prove our assumption about the role of CH/pi interaction in preferential formation of exo-isomers, we varied proton affinity of the aromatic ring of 1,3-dipolar nitril ylide reagent introducing para-substituents. Indeed the reactions of 1a with such substituted nitrile ylides yielding mixtures of diastereomers exo-2 and endo-2 showed that the amounts of endo-adducts increased with increasing electron withdrawing character of the substituents Z.

Classification

  • Type

    D - Article in proceedings

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

  • Continuities

    Z - Vyzkumny zamer (s odkazem do CEZ)

Others

  • Publication year

    2004

  • Confidentiality

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

Data specific for result type

  • Article name in the collection

    YoungChem 2004, Book of Abstracts

  • ISBN

  • ISSN

  • e-ISSN

  • Number of pages

    1

  • Pages from-to

    67-67

  • Publisher name

    Warsaw University of Technology

  • Place of publication

    Warsaw, Poland

  • Event location

    Jurata, Poland

  • Event date

    Oct 13, 2004

  • Type of event by nationality

    EUR - Evropská akce

  • UT code for WoS article