Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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New Crown Compounds Derived from 1,2-Bis(2-hydroxybenzyl)benzene (II) : Bisaryl Crowns

  • Lee, Woo-Young (Department of Chemistry, Seoul National University) ;
  • Jung, Jae-Do (Department of Chemistry, Seoul National University) ;
  • Park, Chang-Hee (Department of Chemistry, Seoul National University) ;
  • Sim, Won-Bo (Department of Chemistry, Seoul National University) ;
  • Park, Oee-Sook (Department of Chemistry, Chungbuk National University)
  • Published : 1990.08.20
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Abstract

New bisaryl corands (crown ethers) bearing 1,2-dibenzyl- and 1,2-dibenzoylbenzene subunits have been synthesized: The reaction of 1,2-bis(2-hydroxybenzyl)benzene in base with mono-tetrahydropyranyl oligoethylene glycol tosylate, deprotection of the bis-condensation product to give a corresponding diol, tosylation of the free hydroxyls of the diol, and condensation of the ditosylate in base with 1,2-bis(2-hydroxybenzyl)benzene afforded a new type of bisaryl corand(Ⅰ) of 1,2-dibenzyl-benazene system. Oxidation of the benzylic positions of the corands (Ⅰ) furnished novel aromatic corands(Ⅱ) containing partly carbonyl functions.

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