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Macrocycles synthétiques. III. Action de l'amalgame d'aluminium sur les di-imines des polyméthylènedioxy-2,2′-dibenzaldéhydes

✍ Scribed by J.-M. Bastian; R. Jaunin

Publisher: John Wiley and Sons
Year: 1963
Tongue: German
Weight: 709 KB
Volume: 46
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19630460421

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✦ Synopsis

Abstract

The SCHIFF bases VII‐XI, when added under conditions of high dilution to a suspension of amalgamated aluminum in a mixture benzene‐ethanol, give the macrocyclic compounds XVII‐XXI. In each series the yields depend on the length of the polymethylene chain and are largest for the 12‐ to 16‐membered rings. On the other hand, for a give ring size, the yields vary strongly according to the nature of the group attached to the nitrogen atom and decrease in the order t‐butyl ≥ cyclohexyl > isopropyl > benzyl > methyl; this sequence seems to be determined mainly by steric effects.

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