Preorganized macrocyclic ligands: a novel approach to functionalized hemispherands via aromatization

…, M Skowronska-Ptasinska, DN Reinhoudt…

文献索引：Dijkstra, Pieter J.; Skowronska-Ptasinska, Maria; Reinhoudt, David N.; Hertog, Herman J. den; Eerden, Johan van; et al. Journal of Organic Chemistry, 1987 , vol. 52, # 22 p. 4913 - 4921

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被引用次数: 18

摘要

Reaction of the 1, 3-diaryl-2-propanone moiety in the flexible 18-membered macrocycle 2b with nitromalonodialdehyde to yield the hemispherand If represents a novel method for the synthesis of partly preorganized macrocyclic ligands. The 0-0 repulsion in the macrocyclic cavity is compensated for by the energetically favorable formation of an aromatic ring. The macrocycle 2b was synthesized in five steps from 3a. The carbonyl group of 3a was ...