Janus Face of the Steric Effect in a Lewis Acid Catalyst with Size-Exclusion Design: Steric Repulsion and Steric Attraction in the Catalytic Exo-Selective Diels-Alder Reaction

Mária Bakos, Zoltán Dobi, Dániel Fegyverneki, Ádám Gyömöre, Israel Fernández, Tibor Soós

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

An exo-selective catalytic Diels-Alder reaction was developed using a Lewis acid catalyst with size-exclusion structural design. Exploiting the steric effect, especially the steric attraction, the Lewis acid catalyst was able to reroute the reaction along a higher-energy pathway. The experimental findings were also supported by theoretical calculations. This catalyst development allows an easy and practical access to highly complex and pharmaceutically relevant compounds.

Original languageEnglish
Pages (from-to)10869-10875
Number of pages7
JournalACS Sustainable Chemistry and Engineering
Volume6
Issue number8
DOIs
Publication statusPublished - Aug 6 2018

Keywords

  • Borane
  • Catalysis
  • Exo-selective
  • Steric attraction
  • Steric-tuning

ASJC Scopus subject areas

  • Chemistry(all)
  • Environmental Chemistry
  • Chemical Engineering(all)
  • Renewable Energy, Sustainability and the Environment

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