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July 1, 1989Chemical Reviews233 citations

Small ring propellanes

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KWKenneth B. Wiberg

Key Points

  • Review the synthesis, electronic structure, strain energy, and chemical reactivity of small ring propellanes with bridgehead carbon-carbon bonds.
  • Literature synthesis of theoretical bonding models, structural determinations, and thermochemical evaluations across small ring propellane systems.
  • Analysis of synthetic routes developed to access highly strained bicyclic and polycyclic bridgehead hydrocarbons.
  • Demonstrates that inverted geometries at bridgehead carbon atoms allow small propellanes like [1.1.1]propellane to maintain unexpected kinetic stability.
  • Summarizes high ring strain energies and unique interbridgehead bond reactivities toward radical and electrophilic additions.

Abstract

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSmall ring propellanesKenneth B. WibergCite this: Chem. Rev. 1989, 89, 5, 975–983Publication Date (Print):July 1, 1989Publication History Published online1 May 2002Published inissue 1 July 1989https://pubs.acs.org/doi/10.1021/cr00095a001https://doi.org/10.1021/cr00095a001research-articleACS PublicationsRequest reuse permissionsArticle Views1201Altmetric-Citations207LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts

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Cite This Study

Kenneth B. Wiberg (1989) studied this question.

synapsesocial.com/papers/69d8174605ee2ba81dbef075https://doi.org/10.1021/cr00095a001
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