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A New Synthesis of Fused Oxa‐ and Thiacrown Ethers–Thiophene/Furan Oligomers
Author(s) -
Garzino Frédéric,
Méou Alain,
Brun Pierre
Publication year - 2011
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201000147
Subject(s) - chemistry , furan , thiophene , dehydrogenation , intramolecular force , oligomer , sequence (biology) , stereochemistry , organic chemistry , catalysis , biochemistry
We have developed a two‐step sequence for preparing a series of macrocyclic oxa‐ and thiacrown ethers affixed to a thiophene/furan oligomer. The sequence involves the intramolecular Mn III ‐promoted cyclization of linear diester precursors into 2,3‐dihydrofurans, whose dehydrogenation furnishes the title compounds. A preliminary NMR study has shown that one of them seems to specifically chelate Pb 2+ cations.