Macrocyclic polyether sulfide syntheses. Preparation of thia(crown-6, -7, and -8) compounds

Synthesis of macrocyclic polyether-diester compounds with an aromatic subcyclic unit

“…We expected to see a more pronounced upfield shift for the methylene hydrogens when we prepared a terephthalate from tetraethylene glycol. The NMR peaks corresponding to the polyether chain of the resulting compound (16) were essentially the same as those for the isophthalates (compounds [4][5][6][7][8][9][10][11][12][13]. This result and the fact that the molecular weight was a little more than twice that of a 1:1 adduct prove that compound 16 is a 2:2 cyclic adduct.…”

“…MS (m/e): 385.3 (17.7), 193.0 (54.5), 238.1 (87.1), 342.2 (98.7), 282.1 (100). 6,9,12,15,.1]tetracosa-1 (24),20,22-triene-2,19-dione (12). 5-Nitroisophthaloyl dichloride (11.43 g, 0.050 mol) and pentaethylene glycol (11.87 g, 0.050 mol) were used.…”

Synthesis and reversible mercury salt-capturing ability of troponoid-annexed dithio crown ethers

“…This is best explained in terms of the rotation of the ether ring around the tropone ring; the longer ethereal ring of (3a) is free from strain, but the shorter ring of (3b) is not. The shortest dithio-crown derivative prepared in this study from (1) and bis (2-mercaptoethyl) ether was the expected 4,6-disubstituted derivative (4) , showing no methyl resonance.…”

1,4,7,10,13-Pentaoxa-16,19-dithiacyclohenicosane Sesquihydrate at 150 K

“…The title compound was prepared according to the literature procedure (Bradshaw, Reeder, Thompson, Flanders, Carruth, Izatt & Christensen, 1976). The crude product was purified by washing a dichloromethane solution with water.…”