Ar. Katritzky et al., NOVEL SYNTHESES OF N-PIVOT LARIAT DIAZA-CROWN ETHERS FROM THYL)-4,13-DIAZA-1,7,10,16-TETRAOXACYCLOOCTADECANE, Journal of organic chemistry, 61(21), 1996, pp. 7585-7592
thyl)-4,13-diaza-1,7,10,16-tetraoxacyclooctadecane (6) was synthesized
as a versatile intermediate in the preparation of bis(lariats) of dia
za-18-crown-6. N,N'-Bis(umbelliferon-8-ylmethyl) derivative 8, bis(lar
iats) with terminal unsaturated groups (11c,e), ester functionalities
(11d), N,N'-di-beta-aralkyl derivatives (11a,b), and gamma-oxy-substit
uted (13, 14) and gamma-amino-substituted (17-19) propylene-side-armed
derivatives were thus prepared in moderate to excellent yields. The X
-ray structure of bis(lariat) 6 and stability constants for several of
the complexes of bis(lariats), derivatives of 6, with metal cations a
re discussed.