Sequential O-and N-acylation protocol for high-yield preparation and modification of rotaxanes: synthesis, functionalization, structure, and intercomponent interaction …

Y Tachibana, H Kawasaki, N Kihara…

文献索引：Tachibana, Yuya; Kawasaki, Hiroaki; Kihara, Nobuhiro; Takata, Toshikazu Journal of Organic Chemistry, 2006 , vol. 71, # 14 p. 5093 - 5104

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被引用次数: 90

摘要

A pseudorotaxane consisting of a 24-membered crown ether and secondary ammonium salt with the hydroxy group at the terminus was quantitatively acylated by bulky acid anhydride in the presence of tributylphosphane as catalyst to afford the corresponding rotaxane in high yield. Large-scale synthesis without chromatographic separation was easily achieved. The ammonium group in the resulting rotaxane was quantitatively acylated with excess ...