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Synthesis and complexing properties of double armed diaza-15-crown-5 and diaza-18-crown-6 ethers having 4′-hydroxy-3′,5′-disubstituted benzyl groups

✍ Scribed by Yoichi Habata; Tomomi Saeki; Sadatoshi Akabori

Publisher
Journal of Heterocyclic Chemistry
Year
2001
Tongue
English
Weight
86 KB
Volume
38
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

A series of double armed diaza‐15‐crown‐5 ethers (9a ‐ 16a) and diaza‐18‐crown‐6 ethers (9b ‐ 16b) have been prepared by the Mannich reaction of 2,6‐disubstituted phenols with the corresponding N,N'‐dimethoxymethyldiaza‐crown ethers in benzene. The crystal structures of the diaza‐18‐crown‐6 ethers having iso‐propyl (10b), tert‐butyl (11b), and mixed methyl and tert‐butyl groups (12b) at positions 3′ and 5′ of the phenolic side arms were determined using X‐ray diffraction methods. Competitive transport by these ligands for sodium, potassium and cesium cations were measured under basic‐source phase and acidic‐receiving phase conditions.

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Complexing properties of 3′,5′-disubstituted-4′-hydroxybenzyl armed monoaza-12-crown-4 and armed monoaza-15-crown-5 ethers and crystal structures of the alkali metal ion complexes
✍ Yoichi Habata; Sadatoshi Akabori; Xian Xin Zhang; Reed M. Izatt; Jerald S. Brads 📂 Article 📅 2001 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 309 KB

## Abstract A series of monoaza‐15‐crown‐5 ethers (2b‐2h) having 4′‐hydroxy‐3′,5′‐disubstituted benzyl groups have been prepared by the Mannich reaction of 2,6‐disubstituted phenols with the corresponding __N__‐methoxymethylmonoaza‐crown ethers. Competitive transport through a chloroform membrane b