Capping Methodology in Cyclodextrin Chemistry: Use of a Symmetrical Diketone Reagent for Regiospecific Installation of Unsymmetrical Imine–Enamine and Imidazole Caps

Matthieu Jouffroy; Dominique Armspach; Alain Louati; Dominique Matt; Lo?c Toupet

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Capping Methodology in Cyclodextrin Chemistry: Use of a Symmetrical Diketone Reagent for Regiospecific Installation of Unsymmetrical Imine–Enamine and Imidazole Caps

机译：环糊精化学中的封端方法：对称二酮试剂用于不对称亚胺-烯胺和咪唑帽的区域特异性安装

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Methylated a- and b-cyclodextrin skeletons were both equipped with an unsymmetrical N-(2-N-alkylaminoace-naphthenyl) alkylimine rigid handle. The capping reaction, which consists of condensing a diaminocyclodextrin with highly symmetrical acenaphthenequinone, was found to be regiospecific when starting from cyclodextrin-diamines without any symmetry element. All modified cyclooligosaccharides have intra-annular nitrogen donor atoms. They under-go further cyclization on oxidation, whether chemically with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone or electrochemically, to give highly strained cyclodextrins capped with an unsymmetrical 1,2-disubstituted 1H-imidazole unit.

机译：甲基化的α-和b-环糊精骨架均配备有不对称的N-（2-N-烷基氨基乙酰基萘基）烷基亚胺刚性手柄。当从没有任何对称元素的环糊精-二胺开始时，由将二氨基环糊精与高度对称的烯醌缩合组成的封端反应被发现具有区域特异性。所有修饰的环寡糖均具有环内氮供体原子。他们在氧化反应上进行进一步环化反应，无论是化学上用2,3-二氯-5,6-二氰基-1,4-苯醌，还是电化学上，都可得到高度不饱和的环糊精，其上用不对称的1,2-二取代的1H-咪唑单元。

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来源
《Chemistry: A European journal》 |2014年第9期|共9页
作者
Matthieu Jouffroy; Dominique Armspach; Alain Louati; Dominique Matt; Lo?c Toupet;
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正文语种 eng
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cavitands; copper; cyclization; cyclodextrins; regioselectivity;

机译：空洞;铜;环化;环糊精;区域选择性;

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1. Capping Methodology in Cyclodextrin Chemistry: Use of a Symmetrical Diketone Reagent for Regiospecific Installation of Unsymmetrical Imine–Enamine and Imidazole Caps [J] . Matthieu Jouffroy, Dominique Armspach, Alain Louati, Chemistry: A European journal . 2014,第9期

机译：环糊精化学中的封端方法：对称二酮试剂用于不对称亚胺-烯胺和咪唑帽的区域特异性安装
2. Synthesis, molecular and crystalline architectures, and magnetic properties of neutral nickel(II)dicyanamide coordination polymers containing a symmetrical/unsymmetrical 1,2-diamine as an end-capping ligand [J] . Bhar K., Das S., Satapathi S., Polyhedron: The International Journal for Inorganic and Organometallic Chemistry . 2010,第9期

机译：含有对称/不对称1,2-二胺作为封端配体的中性镍（II）二氰胺镍配位聚合物的合成，分子和晶体结构以及磁性
3. The coordination chemistry of unsymmetric N-capped tripodal NO _3 ligands with iron(III), oxo-vanadium(V) and dioxo-molybdenum(VI) metal centres [J] . Tong L.H., Wong Y.-L., Lee H.K., Inorganica Chimica Acta . 2012,第Null期

机译：非对称氮封端的三脚架NO _3配体与铁（III），氧钒（V）和二氧钼（VI）金属中心的配位化学
4. Geometric parameters determination of the installation for oil-contaminated soils decontamination in Russia, the Siberian region and the Arctic zones climatic conditions with reagent encapsulating [C] . L O Shtripling, E G Kholkin International Scientific and Technical Conference "Applied Mechanics and Dynamics Systems" . 2017

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5. A Method to Encapsulate Small Organic Molecules in Calcium Phosphate Nanoparticles Based on the Supramolecular Chemistry of Cyclodextrin [O] . Zhongming Zhu, Feng Li, Fei Zhong, 2017

机译：基于环糊精超分子化学的磷酸钙纳米粒子包裹小分子有机分子的方法

Capping Methodology in Cyclodextrin Chemistry: Use of a Symmetrical Diketone Reagent for Regiospecific Installation of Unsymmetrical Imine–Enamine and Imidazole Caps

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