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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 11, Number 4
BKCSDE 11(4)
April 20, 1990 

New Crown Compounds Derived from 1,2-Bis(2-hydroxybenzyl)benzene (Ⅱ) : Bisaryl Crowns
Woo Young Lee*, Jae-Do Jung, Chang Hee Park, Wonbo Sim, Oee Sook Park
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.
350 - 354
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