Abstract
A synthesis of spiro-linked macrocyclic tetraamides 1 and 2 was accomplished by the reaction of pentaerythrityl tetrabromide 13 with two moles of the appropriate dipotassium salts 5a and 5b in
Highlights
The pioneering work of Pedersen,[1] Lehn,[2] and Cram[3] on the syntheses of macrocyclic and macropolycyclic host systems such as crown ethers, azacrown ethers, cryptands and spherands, has generated a great amount of interest in host–guest chemistry
In continuation of the above studies, we report here on the first synthesis of spiro-linked macrocycles tetraamides 1 and 2 which are expected to have ability to bind more than one metal ion
To improve the cation binding abilities of the macrocycles 7, we have recently reported the synthesis of macrocyclic diamide with pendant hydroxyl group 8 which can be successfully utilized as a key intermediate for the synthesis of the bis 9.15
Summary
The pioneering work of Pedersen,[1] Lehn,[2] and Cram[3] on the syntheses of macrocyclic and macropolycyclic host systems such as crown ethers, azacrown ethers, cryptands and spherands, has generated a great amount of interest in host–guest chemistry. It was reported that such groups modify the binding properties of the crown compounds with respect to alkali metal ions.[5] macrocyclic amides are precursors in the preparation of azacrown ethers and cryptands.[4] Some diamidecontaining macrocycles have been utilized as new catalysts.[6] special interest has been directed in recent years, toward the synthesis of bis(macrocycles) as well as multi-site crown compounds which are capable of binding simultaneously to two or more metal ions.[7] Ligands capable of simultaneously being involved in two binding interactions are attracting current interest due to their applications in molecular recognition.[8] A number of such compounds has been observed to act as anti-HIV agents, which exhibited low cytotoxicity.[9] Bifunctional ligands
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