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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

Janosik, Tomasz ; Bergman, Jan ; Romero, Ivan ; Stensland, Birgitta ; Stålhandske, Claes-Ivar LU ; Marques, M Manuel B ; Santos, Maria M M ; Lobo, Ana M ; Prabhakar, Sundaresan and Duarte, M Filomena , et al. (2002) In European Journal of Organic Chemistry p.1392-1396
Abstract
Two conformationally different [1,2,7,8]tetrathiacyclododecino[4,3-b:5,6-b':10,9-b":11,12-b''']tetraind oles 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 H-1 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. ((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).
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organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
nitrogen, X-ray diffraction, NMR spectroscopy, sulfur heterocycles, heterocycles
in
European Journal of Organic Chemistry
issue
8
pages
1392 - 1396
publisher
Wiley-VCH Verlag
external identifiers
  • wos:000175093200007
  • scopus:0036224172
ISSN
1434-193X
language
English
LU publication?
yes
id
4c30427e-d4db-469e-8f4f-09b8f8064cfc (old id 340032)
date added to LUP
2016-04-01 11:40:59
date last changed
2025-10-14 09:16:32
@article{4c30427e-d4db-469e-8f4f-09b8f8064cfc,
  abstract     = {{Two conformationally different [1,2,7,8]tetrathiacyclododecino[4,3-b:5,6-b':10,9-b":11,12-b''']tetraind oles 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 H-1 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. ((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).}},
  author       = {{Janosik, Tomasz and Bergman, Jan and Romero, Ivan and Stensland, Birgitta and Stålhandske, Claes-Ivar and Marques, M Manuel B and Santos, Maria M M and Lobo, Ana M and Prabhakar, Sundaresan and Duarte, M Filomena and Florencio, M Helena}},
  issn         = {{1434-193X}},
  keywords     = {{nitrogen; X-ray diffraction; NMR spectroscopy; sulfur heterocycles; heterocycles}},
  language     = {{eng}},
  number       = {{8}},
  pages        = {{1392--1396}},
  publisher    = {{Wiley-VCH Verlag}},
  series       = {{European Journal of Organic Chemistry}},
  title        = {{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}},
  year         = {{2002}},
}