Rotaxane Synthesis by an End-Capping Strategy via Swelling Axle-Phenols

被引：4

作者：

Fujimura, Koki ^{[1
]}

Ueda, Yoshihiro ^{[1
,2
]}

Yamaoka, Yousuke ^{[3
,4
]}

Takasu, Kiyosei ^{[3
]}

Kawabata, Takeo ^{[1
,5
]}

机构：

[1] Kyoto Univ, Inst Chem Res, Uji, Kyoto 6110011, Japan

[2] Natl Inst Adv Ind Sci & Technol, Interdisciplinary Res Ctr Catalyt Chem, Tsukuba Cent 5 2,1-1-1 Higashi, Tsukuba, Ibaraki 3058565, Japan

[3] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

[4] Hyogo Univ Hlth Sci, Sch Pharm, 1-3-6,Minatojima,Chuo Ku, Kobe, Hyogo 6508530, Japan

[5] Int Univ Hlth & Welf, Dept Pharmaceut Sci, 137-1 Enokizu, Okawa, Fukuoka 8318501, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2023年 / 62卷 / 30期

关键词：

Bromination; Controlled Release; Dethreading; Rotaxanes; Swelling; DIRECTED SYNTHESIS; MOLECULAR SHUTTLE; COMPLEXES; CYCLODEXTRIN; CATENANES; PROTOCOL; NHC;

D O I：

10.1002/anie.202303078

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A method for rotaxane synthesis by enlargement of the size of the terminal phenol group of the axle component by aromatic bromination has been developed. This method may be regarded as an end-capping strategy involving the swelling of the phenol group at the axle terminal. The advantages of the present strategy include: ready availability of axle components with a variety of swelling precursors, wide product scope (19 examples given including a [3]rotaxane), mild conditions for the swelling process, rich potential for the derivatization of the brominated rotaxanes, and possible release of the axle component by degradative dethreading of the thermally stable brominated rotaxanes under the basic conditions.

引用

页数：7

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