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The synthesis of macrocyclic polyether-diester compounds with a pyridine subcyclic unit
Authors:J S Bradshaw  R E Asay  G E Maas  R M Izatt  J J Christensen
Abstract:Two new series of macrocyclic polyether-diester ligands ( 4-15 ) containing a pyridine subcyclic unit have been prepared by treating various oligoethylene glycols and sulfur-containing oligo-ethylene glycols with 2,6- and 3,5-pyridine dicarbonyl chlorides. The compounds prepared from 2,6-pyridine dicarbonyl chloride were: 3,6,9,12-tetraoxa-18-azabicyclo12.3.1 ]oetadeca-1(18), 14,16-triene-2,13-dione ( 4 ); 3,6,9,12,15-pentaoxa-21-azabieyclo15.3.1]heneicosa-1(21),17,19-triene-2,16-dione ( 5 ); 3,6,12,15-tetraoxa-9-thia-21-azabicyclo15.3.1 ]heneicosa-1(21),17,19-tri-ene-2,16-dione( 6 ); 3,9,15-trioxa-6,12-dithia-21-azabicyclo15.3.1]heneicosa-1(21),17,19-triene-2,16-dione ( 7 ); 3,6,9,12,15,18-hexaoxa-24-azabicyclo18.3.1 ]tetracosa-1(24),20,22-triene-2,19-dione ( 8 ); 3,6,9,12,15,18,21-heptaoxa-27-azabicyclo21.3.1]heptacosa-1(27),23,25-triene-2,22-dione ( 9 ); and the corresponding analogues from 3,5-pyridine dicarbonyl chloride ( 10-15 ). The solid potassium thiocyanate complex of compound 5 was also prepared.
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