Synthesis of symmetric dinitro-functionalised tröger's base analogues

M. Delower H Bhuiyan, Andrew B. Mahon, Paul Jensen, Jack K. Clegg, Andrew C. Try

    Research output: Contribution to journalArticlepeer-review

    22 Citations (Scopus)

    Abstract

    The synthesis of six new examples of 2,8-dinitro-substituted Tröger's base analogues are reported, together with the first examples of 1,7-, 3,9- and 4,10-dinitro Tröger's base analogues and the first example of a tetranitro Tröger's base compound. Several of these dinitro compounds lack substituents at the 2- and 8-positions and therefore provide further examples of Tröger's base analogues derived from anilines lacking a para substituent.

    Original languageEnglish
    Pages (from-to)687-698
    Number of pages12
    JournalEuropean Journal of Organic Chemistry
    Volume2009
    Issue number5
    DOIs
    Publication statusPublished - Feb 2009

    Keywords

    • Tröger’s base
    • chirality
    • aromatic substitution
    • nitroanilines

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