Novel ether and thioether macrocycles from phthalaldehyde
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By reaction of phthalaldehyde (benzene-1,2-dicarbaldehyde) with ethane-1,2-diol or 2-mercaptoethanol, macrocycles containing respectively 14- and 12-membered polyether/thioether rings were obtained in low but reproducible yield and their structures confirmed by X-ray diffraction. The simple compounds (2-vinylphenyl)oxirane and 2-oxiranylbenzaldehyde have also been prepared and characterised for the first time.
Aitken , R A , Hauduc , C , McLennan , R S , Slawin , A M Z & Wilson , H S 2015 , ' Novel ether and thioether macrocycles from phthalaldehyde ' Tetrahedron Letters , vol 56 , no. 15 , pp. 1937-1940 . DOI: 10.1016/j.tetlet.2015.02.003
Copyright 2015 Elsevier Ltd. All rights reserved. This is the author’s version of a work that was accepted for publication in Tetrahedron Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron Letters, 56 (2015) DOI: http://dx.doi.org/10.1016/j.tetlet.2015.02.003