Canadian journal of chemistry

Difunctional derivatives of bis (m-phenylene)-32-crown-10

HW Gibson, DS Nagvekar

Index: Gibson, Harry W.; Nagvekar, Devdatt S. Canadian Journal of Chemistry, 1997 , vol. 75, # 10 p. 1375 - 1384

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Citation Number: 68

Abstract

Optimization studies of the condensation of methyl 3, 5-dihydroxybenzoate (1) with tetra (ethylene glycol) dichloride (3) resulted in improvement of the yield of the 1+ 1 cyclization product, 5-carbomethoxy-m-phenylene-16-crown-5 (5), to 67%(HPLC), but no improvement in the yield (28%, HPLC) of the desired 2+ 2 product, bis (5-carbomethoxy-m-phenylene)-32- crown-10 (4). However, after optimization, a two-step procedure provided improved yields ...