A 6-O-tert-butyldimethylsilylated β-cyclodextrin (TBDMS-β-CD) dimer, in which two TBDMS-β-CD rings are connected in a head-to-head fashion by a m-xylylene linker, effectively forms inclusion complexes with pyrene and naphthalene in nonpolar organic solvents such as cyclohexane and benzene. This TBDMS-β-CD dimer shows a higher inclusion ability toward these guests than a TBDMS-β-CD dimer bearing a p-xylylene linker due to the greater cooperation of the two TBDMS-β-CD rings for the guest inclusion. Unlike the corresponding monomer, the TBDMS-β-CD dimer bearing a m-xylylene linker is also a good host even in polar organic solvents such as tetrahydrofuran. High chiral recognition of aromatic amines and alcohol is realized by utilizing inclusion within the cavity of the TBDMS-β-CD dimer in cyclohexane. In particular, an extremely high binding selectivity for (S)-1-(1-naphthyl)ethylamine and (S)-1-(1-naphthyl)ethanol over the corresponding (R)-isomers is achieved. Moreover, by utilizing the high chiral recognition with the TBDMS-β-CD dimer in cyclohexane, a non-enzymatic kinetic resolution of racemic 1-(1-naphthyl)ethylamine via enantioselective N-benzoylation is attained with an enantiomer excess of up to 87 % and an s-factor of 15.

中文翻译：

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有机溶剂中6-O修饰的β-环糊精二聚体对客体的有效包容。

一个6-O-叔丁基二甲基甲硅烷基化的β-环糊精（TBDMS-β-CD）二聚体，其中两个TBDMS-β-CD环通过对二甲苯基接头头对头连接，有效地形成了包合物在非极性有机溶剂（如环己烷和苯）中与pyr和萘反应。由于两个TBDMS-β-CD环对于客体包含的更大配合，该TBDMS-β-CD二聚体显示出比具有对二甲苯基接头的TBDMS-β-CD二聚体更高的对这些客体的包合能力。与相应的单体不同，即使在极性有机溶剂（如四氢呋喃）中，带有间二甲苯基接头的TBDMS-β-CD二聚体也是很好的主体。通过利用环己烷中TBDMS-β-CD二聚体腔中的内含物，可以实现对芳族胺和醇的高度手性识别。尤其是，与相应的（R）-异构体相比，获得了对（S）-1-（1-萘基）乙胺和（S）-1-（1-萘基）乙醇的极高结合选择性。此外，通过利用TBDMS-β-CD二聚体在环己烷中的高度手性识别，对映体过量最多可达87，通过对映选择性N-苯甲酰化获得外消旋1-（1-萘基）乙胺的非酶动力学拆分％和s因子15。