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Bismuth Compounds in Organic Synthesis. Synthesis of Resorcinarenes using Bismuth Triflate
Tetrahedron Letters (2003)
  • Ram S. Mohan, Illinois Wesleyan University
  • Katherine E. Peterson
  • Russell C. Smith
Abstract

Bismuth triflate (5 mol%) smoothly catalyzes the condensation of aromatic and aliphatic aldehydes with resorcinol to give tetrameric cyclic products, resorcinarenes. With benzaldehyde, the product is obtained as a mixture of two diastereomers and the ratio of the diastereomers depends on reaction time. On the other hand, a single diastereomer is obtained with aliphatic aldehydes. The low toxicity and ease of handling of bismuth compounds coupled with fast reaction times make this method an attractive alternative to the existing methods for resorcinarene formation

Keywords
  • bismuth and compounds; resorcinarenes; Lewis acids; environment-friendly catalysts.
Disciplines
Publication Date
2003
Citation Information
Ram S. Mohan, Katherine E. Peterson and Russell C. Smith. "Bismuth Compounds in Organic Synthesis. Synthesis of Resorcinarenes using Bismuth Triflate" Tetrahedron Letters Vol. 44 (2003)
Available at: http://works.bepress.com/ram_mohan/11/