Transmission of stereochemical information over nanometre distances in chemical reactions

Jonathan Clayden

    Research output: Contribution to journalArticlepeer-review

    Abstract

    By exploiting intramolecular interactions such as dipole repulsion, and by incorporating a terminal chiral controlling feature, the global conformation of a molecule may be governed. In such an environment, stereoselective reactions can occur at considerable distances from the source of stereochemical information, providing a simple method for information relay over scales of >1 nm (or about seven bond lengths). This tutorial review discusses the development of this idea, and describes examples which depend on relayed dipole repulsion and on the absolute control of helicity. Future prospects in the area employing control over extended helical foldamers are elaborated. © 2009 The Royal Society of Chemistry.
    Original languageEnglish
    Pages (from-to)817-829
    Number of pages12
    JournalChemical Society Reviews
    Volume38
    Issue number3
    DOIs
    Publication statusPublished - 2009

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