A simple and highly effective ligand system for the copper(I)-mediated assembly of rotaxanes.

A simple and highly effective ligand system for the copper(I)-mediated assembly of rotaxanes.
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DOI:
10.1002/anie.201407817
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发表时间:
2014-12-08
期刊:
Angewandte Chemie (International ed. in English)
影响因子:
--
通讯作者:
Woltering SL
Woltering SL
中科院分区:
其他
文献类型:
--
作者:
Campbell CJ;Leigh DA;Vitorica-Yrezabal IJ;Woltering SL

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通过在CuI模板周围形成亚胺键,将吡啶醛、胺和联吡啶大环组装成[2]轮烷,产率接近定量。用二胺取代胺得到了类似的[3]轮烷,收率很高,从而表明该体系适合于构建高阶连锁结构。只需在室温下将各组分在溶液中混合,就可以在几分钟内形成轮烷,并且可以通过去除溶剂或沉淀来分离轮烷。
A [2]rotaxane was produced through the assembly of a picolinaldehyde, an amine, and a bipyridine macrocycle around a CuI template by imine bond formation in close-to-quantitative yield. An analogous [3]rotaxane is obtained in excellent yield by replacing the amine with a diamine, thus showing the suitability of the system for the construction of higher order interlocked structures. The rotaxanes are formed within a few minutes simply through mixing the components in solution at room temperature and they can be isolated through removal of the solvent or precipitation.