TY - JOUR
T1 - 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
AU - Janosik, Tomasz
AU - Bergman, Jan
AU - Romero, Ivan
AU - Stensland, Birgitta
AU - Stålhandske, Claes
AU - Marques, M. Manuel B.
AU - Santos, Maria M. M.
AU - Lobo, Ana M.
AU - Prabhakar, Sundaresan
AU - Duarte, M. Filomena
AU - Florêncio, M. Helena
PY - 2002/1/1
Y1 - 2002/1/1
N2 - 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.
AB - 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.
KW - Nitrogen heterocycles
KW - NMR spectroscopy
KW - Sulfur heterocycles
KW - X-ray diffraction
UR - http://www.scopus.com/inward/record.url?scp=0036224172&partnerID=8YFLogxK
U2 - 10.1002/1099-0690(200204)2002:8<1392::aid-ejoc1392>3.0.co;2-%23
DO - 10.1002/1099-0690(200204)2002:8<1392::aid-ejoc1392>3.0.co;2-%23
M3 - Article
AN - SCOPUS:0036224172
SN - 1434-193X
SP - 1392
EP - 1396
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
IS - 8
ER -