TY - JOUR
T1 - Synthesis and Properties of a New Series of Trögerophanes
AU - Ibrahim, Alhussein A.
AU - Matsumoto, Mutsumi
AU - Miyahara, Yuji
AU - Izumi, Kenji
AU - Suenaga, Masahiko
AU - Shimizu, Nobujiro
AU - Inazu, Takahiko
PY - 1998/1/1
Y1 - 1998/1/1
N2 - A new series of macrocyclic compounds with one or two Tröger base skeletons has been synthesized by condensing mono-, di-, tri-, and teraethyleneglycol bis(p-aminophenoxy) ethers with formalin in the presence of concentrated hydrochloric acid in ethanol at room temperature for 13 days. This simple one-step cyclization provided 19 in remarkably high yield (46%) and 17, 18, and 20 in yields reflecting the strain of the rings and statistical factors. Complexation with lithium thiocyanate was observed for 20, the structure of which was elucidated by X-ray crystallography.
AB - A new series of macrocyclic compounds with one or two Tröger base skeletons has been synthesized by condensing mono-, di-, tri-, and teraethyleneglycol bis(p-aminophenoxy) ethers with formalin in the presence of concentrated hydrochloric acid in ethanol at room temperature for 13 days. This simple one-step cyclization provided 19 in remarkably high yield (46%) and 17, 18, and 20 in yields reflecting the strain of the rings and statistical factors. Complexation with lithium thiocyanate was observed for 20, the structure of which was elucidated by X-ray crystallography.
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U2 - 10.1002/jhet.5570350139
DO - 10.1002/jhet.5570350139
M3 - Article
AN - SCOPUS:0003163417
VL - 35
SP - 209
EP - 215
JO - Journal of Heterocyclic Chemistry
JF - Journal of Heterocyclic Chemistry
SN - 0022-152X
IS - 1
ER -