期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 66, 期 3, 页码 1002-1008出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo0011686
关键词
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To construct calixarene-based molecular capsules utilizing the pyridyl-Pd(II) interaction, reactions of cone-pyridylcalix[4] arene 3, cone-pyridylcalix[5]arene 13, and cone-pyridylcalix[il arene bis-crown 16 with square-planar Pd(II) complex 7 were investigated. Because of the coexistence of intermolecular binding and chelate-forming intramolecular binding, the reactions of cone-pyridylcalix[4]arene 3 or cone-pyridylcalix[5]arene 13 with cis-Pd(II) complex 7 yield complicated, structure-unknown oligomers. The short dioxyethylene bridges on the lower rim of pyridylcalix[4] arene his-crown 16 rigidify the cone conformation and thus prohibit 16 from the intramolecular binding with a metal component. Thus, two cone-tetrapyridylcalix[4] arene his-crown 16 and four cis-Pd(II) complex molecules self-assemble into molecular capsules that exist as a parallel/antiparallel conformer mixture in a nearly 1:1 ratio. The results demonstrated that to prevent entropically favorable intramolecular binding is essential in constructing higher capsule-like structures with calixarene building blocks by self-assembling.
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