Synthetic, spectroscopic, and X-ray crystallographic studies of [1,2,7,8]tetrathiacyclododecino[4,3-b:5,6-b:10,9-b:11,12-b]tetraindoles

Tomasz Janosik, Jan Bergman, Ivan Romero, Birgitta Stensland, Claes Stålhandske, M. Manuel B. Marques, Maria M. M. Santos, Ana M. Lobo, Sundaresan Prabhakar, M. Filomena Duarte, M. Helena Florêncio

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6 Citations (Scopus)

Abstract

Two conformationally different [1,2,7,8]tetrathiacyclododecino[4,3-b:5,6-b:10,9-b:11,12-b]tetraindoles 9a and 9b have been isolated in good yields, and the existence of a third conformer 9c in solution was demonstrated by mass spectrometry and 1H NMR spectroscopy. The interconversions of the tetraindoles 9a-c have also been studied. The conformation of 9b was confirmed by X-ray crystallography, while the conformations of 9a and 9b were assigned on the basis of spectroscopic data, and were also supported by molecular modelling studies, In addition, the elusive dithiin 3 was isolated and the structure was proven by X-ray crystallography.

Original languageEnglish
Pages (from-to)1392-1396
Number of pages5
JournalEuropean Journal of Organic Chemistry
Issue number8
DOIs
Publication statusPublished - 1 Jan 2002

Keywords

  • Nitrogen heterocycles
  • NMR spectroscopy
  • Sulfur heterocycles
  • X-ray diffraction

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