Terminal Trialkylsilyl Substituent Effect of Janus-type Molecular Tubes on the Inclusion of Unsaturated Fatty Acid Esters,ACS Omega

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Terminal Trialkylsilyl Substituent Effect of Janus-type Molecular Tubes on the Inclusion of Unsaturated Fatty Acid Esters
ACS Omega ( IF 3.7 ) Pub Date : 2021-01-25 , DOI: 10.1021/acsomega.0c05672
Chizuru Kogame-Asahara ₁ , Hitomi Iguchi ₁ , Kenichiro Honda ₁ , Hajime Shigemitsu ₁ , Toshiyuki Kida _{1,

2}

Affiliation

A new Janus-type cyclodextrin (CD) molecular tube bearing seven triisopropylsilyl (TIPS) groups at one end is synthesized from a heptakis(6-O-triisopropylsilyl)-β-cyclodextrin (TIPS-β-CD) dimer possessing multiple linkers through the selective removal of seven TIPS groups at the other end. This Janus-type CD tube exhibits a selective inclusion ability for a cis-fatty acid ester over the corresponding trans-fatty acid ester. In addition, the CD tube shows a twofold higher inclusion ability for unsaturated fatty acid esters than the corresponding CD tube bearing seven tert-butyldimethylsilyl (TBDMS) groups, indicating that the molecular size of the terminal substituents remarkably affects the inclusion ability of the CD tube.

中文翻译：

Janus型分子管的末端三烷基甲硅烷基取代基对包含不饱和脂肪酸酯的影响

由具有多个接头的七（6 - O-三异丙丙基甲硅烷基）-β-环糊精（TIPS-β-CD）二聚体合成了一种新的Janus型环糊精（CD）分子管，该分子管的一端带有七个三异丙基硅烷基（TIPS）。在另一端选择性删除七个TIPS组。该Janus型CD管相对于相应的反式脂肪酸酯表现出对顺式脂肪酸酯的选择性包容能力。此外，与相应的带有七个叔丁基二甲基甲硅烷基（TBDMS）基团的CD管相比，CD管对不饱和脂肪酸酯的包合能力高两倍，这表明末端取代基的分子大小显着影响了CD管的包合能力。

更新日期：2021-02-02

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