TY - JOUR
T1 - 1,5-Dithia-2,4,6,8-tetrazocine
T2 - A Novel Heterocycle of Unusual Properties
AU - Ernest, I.
AU - Holick, W.
AU - Rihs, G.
AU - Schomburg, D.
AU - Shoham, G.
AU - Wenkert, D.
AU - Woodwardt, R. B.
PY - 1981/3
Y1 - 1981/3
N2 - Four representatives of a novel heterocycle-l,5-dithia-2,4,6,8-tetrazocine-were prepared. In the 3,7-diphenyl (3) and 3,7-bis(p-methoxyphenyl) (5) derivatives, the eight-membered ring was found to be planar by X-ray diffraction analysis; this and the bond lengths as well as the electronic spectra suggest a delocalized, aromatic system of 10 π electrons. On the other hand, 3,7-bis(dimethylamino)-1,5-dithia-2,4,6,8-tetrazocine (4) is folded along an axis drawn through the sulfur atoms; the short distance between the latter atoms is suggestive of their partial bonding in this compound.
AB - Four representatives of a novel heterocycle-l,5-dithia-2,4,6,8-tetrazocine-were prepared. In the 3,7-diphenyl (3) and 3,7-bis(p-methoxyphenyl) (5) derivatives, the eight-membered ring was found to be planar by X-ray diffraction analysis; this and the bond lengths as well as the electronic spectra suggest a delocalized, aromatic system of 10 π electrons. On the other hand, 3,7-bis(dimethylamino)-1,5-dithia-2,4,6,8-tetrazocine (4) is folded along an axis drawn through the sulfur atoms; the short distance between the latter atoms is suggestive of their partial bonding in this compound.
UR - http://www.scopus.com/inward/record.url?scp=0000394005&partnerID=8YFLogxK
U2 - 10.1021/ja00396a041
DO - 10.1021/ja00396a041
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AN - SCOPUS:0000394005
SN - 0002-7863
VL - 103
SP - 1540
EP - 1544
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 6
ER -