Synthesis and conformational behaviour of 1,9,17-triaza[2.2.2]metacyclophane-2, 10, 18-trione derivatives

Farouk Eltayeb Elhadi*, W. David Ollis, J. Fraser Stoddart, David J. Williams, Kwamena A. Woode

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

11 Scopus citations

Abstract

The 1,9,17-triaza[2.2.2]metacyclophane-2, 10, 18-trione derivatives (1) - (3) have been synthesised. X-Ray crystallography shows that the 1,9,17-trimethyl derivative (3) adopts a Crown conformation (11) in the solid state. Dynamic n.m.r. spectroscopy indicates that both the 1,9-dimethyl-17-benzyl- (2) and 1,9,17-trimethyl- (3) derivatives exist as interconverting mixtures of Crown (11) and Saddle (12) conformations with the former predominating at equilibrium in solution.

Original languageEnglish (US)
Pages (from-to)4215-4218
Number of pages4
JournalTetrahedron Letters
Volume21
Issue number43
DOIs
StatePublished - 1980

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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