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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Sequential nucleophilic substitution of pseudorotaxanes forms rotaxanes with various linking functionalities and
Chun-Tung Chang1, Sheng-Hsien Chiu1
1Department of Chemistry, National Taiwan University, No. 1, Sec. 4, Roosevelt Road, Taipei, 10617, Taiwan, Republic of China. shchiu@ntu.edu.tw.
Abstract:
A sequential nucleophilic substitution method produces rotaxanes from anion-sensitive pseudorotaxanes. First, a nucleophilic bulky tertiary aniline interlocks a pseudorotaxane to form a surrogate rotaxane; this unit then functions as a leaving group for a set of bulky nucleophiles, affording rotaxanes with various linking functionalities, along with the bulky aniline recovered in its original form.
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