Microwave synthesis of curcurbit[n]urils

N.J. Wheate, Nilesh Patel, O.B. Sutcliffe

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Cucurbit[n]urils (CB[n]; n = 5, 6, 7, 8 or 10) are a family of macrocycles made from the acid-catalyzed condensation of glycoluril and formaldehyde. The synthesis of CB[n] using microwave radiation has been examined and the effect of acid type, reaction time and temperature on the distribution of products has been determined. Synthesis in HCl yields CB[5], CB[6], CB[7] and CB[8] in 10 min and is most efficient at 160°C. Synthesis in H2SO4 yields mostly CB[6] in 3 min and is most efficient at 160°C. Microwave synthesis provides an efficient and cost-effective method for the large-scale production of CB[n] for a range of applications, particularly drug delivery.
Original languageEnglish
Pages (from-to)231-236
Number of pages5
JournalFuture Medicinal Chemistry
Volume2
Issue number2
DOIs
Publication statusPublished - 2010

Keywords

  • cucurbit
  • macrocycles
  • acid-catalyzed condensation
  • glycoluril
  • formaldehyde
  • microwave radiation
  • microwave synthesis

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