V. Saggiomo, U. Lüning
Sep 1, 2008
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0
Influential Citations
26
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Journal
European Journal of Organic Chemistry
Abstract
Imines 3, 5 and 7 generated from 4-methoxypyridine-2,6-dicarbaldehyde (1) and several amines 2, 4 and 6 show a remarkable stability in water. The 18-membered macrocyclic diimine 5 is stable and could be synthesized in good yield by using 2 equiv. of calcium ions as template in pure water, and even the non-macrocyclic diimine 3 survives in water/methanol (50:50) without any template effect. In a mixture of pyridinedicarbaldehyde 1 and two glycol-derived diamines 4 and 6, a calcium template ion selects the 18-membered macrocycle 5 over the 20-membered one (7). (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)