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具有优异平移选择性的去对称化[2]连环烷的模板合成。

Templated synthesis of desymmetrized [2]catenanes with excellent translational selectivity.

作者信息

Liu Yi, Klivansky Liana M, Khan Saeed I, Zhang Xiyun

机构信息

The Molecular Foundry, Lawrence Berkeley National Laboratory, Berkeley, California 94720, USA.

出版信息

Org Lett. 2007 Jun 21;9(13):2577-80. doi: 10.1021/ol070970s. Epub 2007 May 27.

DOI:10.1021/ol070970s
PMID:17530856
Abstract

Desymmetrized [2]catenanes were synthesized and shown to exhibit excellent translational selectivity. The templated synthesis takes effect from the formation of pseudorotaxanes between pi-rich crown ethers and a pi-deficient pyromellitic (PmI) unit, followed by macrocyclization around the crown ethers with the creation of a bipyridinium (BPy) unit. The crown ethers preferably encircle the BPy unit in the resulting [2]catenanes in both solution and the solid state, as indicated by various spectroscopic analyses.

摘要

合成了去对称化的[2]索烃,并证明其具有优异的平移选择性。模板合成从富π冠醚与贫π均苯四甲酸(PmI)单元之间形成准轮烷开始,随后围绕冠醚进行大环化,并生成联吡啶鎓(BPy)单元。各种光谱分析表明,在所得的[2]索烃中,冠醚在溶液和固态下均优先环绕BPy单元。

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