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首页> 外文期刊>Dalton transactions: An international journal of inorganic chemistry >Bulky metallocavitands with a chiral cavity constructed by aluminum and magnesium atrane-likes: enantioselective recognition and separation of racemic alcohols
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Bulky metallocavitands with a chiral cavity constructed by aluminum and magnesium atrane-likes: enantioselective recognition and separation of racemic alcohols

机译：由铝和镁的类芳烃构成的具有手性腔的大体积金属配体：对映体的选择性识别和外消旋醇的分离

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摘要

Seven new type metallocavitand complexes 1-7 were synthesized via the self-assembly of aluminum and magnesium atrane-likes. The recognition of R-2-butanol from racemic 2-butanol can be achieved in the chiral cavity of metallocavitand complex 5. The crystal structure of complex 5 showed that the enantio-selectivity of the center cavity for the inclusion of two 2-butanol molecules is higher than that of the groups at the outer rim, which indicates that the size-limited cavity is more sensitive to the chirality of 2-butanol. Furthermore, desorption of R-2-butanol is successful through vacuumization which afforded complex 6 and gives R-2-butanol with an enantiomeric excess (ee) value of 53(+/- 1)%. The reaction of enantiopure H3L2, (MgBu2)-Bu-n, and racemic 1-phenylethanol afforded complex 7. The structure of complex 7 showed that the center cavity was occupied by three H2O molecules and one molecular R-1-phenylethanol suspended in the outer rim of the metallocavitand via a hydrogen bond, which indicated that 1-phenylethanol is too bulky for the size-limited cavity. Because a certain amount of racemic 1-phenylethanol is also co-crystallized in the unit cell, the final separated 1-phenylethanol has an ee value of 33(+/- 1)%. The host-guest mechanism for the separation is clearly determined through X-ray crystal structural analysis.
机译：通过铝和镁原子类似物的自组装合成了七个新型的金属配位体配合物1-7。从外消旋2-丁醇中识别R-2-丁醇可在金属螯合物和金属配合物5的手性腔中实现。配合物5的晶体结构表明，包含两个2-丁醇分子的中心腔的对映选择性大于外缘上的基团的基团，这表明尺寸受限的腔对2-丁醇的手性更敏感。此外，R-2-丁醇通过真空解吸成功，得到配合物6，得到R-2-丁醇的对映体过量（ee）值为53（+/- 1）％。对映体H3L2，（MgBu2）-Bu-n和外消旋1-苯基乙醇的反应得到配合物7。配合物7的结构表明，中心腔被三个H2O分子占据，一个分子R-1-苯基乙醇悬浮在该分子中。金属配位体的外缘通过氢键，表明1-苯基乙醇对于体积受限的腔体而言过于庞大。因为一定数量的外消旋1-苯基乙醇也在晶胞中共结晶，所以最终分离出的1-苯基乙醇的ee值为33（+/- 1）％。通过X射线晶体结构分析清楚地确定了分离的主客体机制。

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