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联萘酚作为机械互锁分子中的手性元素。

BINOL as a chiral element in mechanically interlocked molecules.

作者信息

Krajnc Matthias, Niemeyer Jochen

机构信息

Faculty of Chemistry (Organic Chemistry) and Centre of Nanointegration Duisburg-Essen (CENIDE), University of Duisburg-Essen, Universitätsstr. 7, 45141 Essen, Germany.

出版信息

Beilstein J Org Chem. 2022 May 6;18:508-523. doi: 10.3762/bjoc.18.53. eCollection 2022.

DOI:10.3762/bjoc.18.53
PMID:35601990
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9086503/
Abstract

In this minireview we present the use of the axially chiral 1,1'-binaphthyl-2,2'-diol (BINOL) unit as a stereogenic element in mechanically interlocked molecules (MIMs). We describe the synthesis and properties of such BINOL-based chiral MIMs, together with their use in further diastereoselective modifications, their application in asymmetric catalysis, and their use in stereoselective chemosensing. Given the growing importance of mechanically interlocked molecules and the key advantages of the privileged chiral BINOL backbone, we believe that this research area will continue to grow and deliver many useful applications in the future.

摘要

在本综述中,我们介绍了轴向手性的1,1'-联萘-2,2'-二醇(BINOL)单元作为机械互锁分子(MIMs)中的立体化学元素的应用。我们描述了此类基于BINOL的手性MIMs的合成与性质,以及它们在进一步的非对映选择性修饰中的应用、在不对称催化中的应用和在立体选择性化学传感中的应用。鉴于机械互锁分子的重要性日益增加以及具有特殊优势的手性BINOL主链的关键优点,我们相信这一研究领域将持续发展并在未来带来许多有用的应用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/1b5b633bafc2/Beilstein_J_Org_Chem-18-508-g017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/f80f77460264/Beilstein_J_Org_Chem-18-508-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/bf6f347043cd/Beilstein_J_Org_Chem-18-508-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/0483db562dcb/Beilstein_J_Org_Chem-18-508-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/fff434de6285/Beilstein_J_Org_Chem-18-508-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/0bf06f64cfa9/Beilstein_J_Org_Chem-18-508-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/424250db12a8/Beilstein_J_Org_Chem-18-508-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/3d6125133226/Beilstein_J_Org_Chem-18-508-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/47d00c957334/Beilstein_J_Org_Chem-18-508-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/587e571118bf/Beilstein_J_Org_Chem-18-508-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/78e45293161c/Beilstein_J_Org_Chem-18-508-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/3848b528e957/Beilstein_J_Org_Chem-18-508-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/e1be96fa94d8/Beilstein_J_Org_Chem-18-508-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/676dc8b45fee/Beilstein_J_Org_Chem-18-508-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/a3fffb803b0c/Beilstein_J_Org_Chem-18-508-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/c9ca0d16bce4/Beilstein_J_Org_Chem-18-508-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/1b5b633bafc2/Beilstein_J_Org_Chem-18-508-g017.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/f80f77460264/Beilstein_J_Org_Chem-18-508-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/bf6f347043cd/Beilstein_J_Org_Chem-18-508-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/0483db562dcb/Beilstein_J_Org_Chem-18-508-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/fff434de6285/Beilstein_J_Org_Chem-18-508-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/0bf06f64cfa9/Beilstein_J_Org_Chem-18-508-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/424250db12a8/Beilstein_J_Org_Chem-18-508-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/3d6125133226/Beilstein_J_Org_Chem-18-508-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/47d00c957334/Beilstein_J_Org_Chem-18-508-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/587e571118bf/Beilstein_J_Org_Chem-18-508-g010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/78e45293161c/Beilstein_J_Org_Chem-18-508-g011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/3848b528e957/Beilstein_J_Org_Chem-18-508-g012.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/e1be96fa94d8/Beilstein_J_Org_Chem-18-508-g013.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/676dc8b45fee/Beilstein_J_Org_Chem-18-508-g014.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/a3fffb803b0c/Beilstein_J_Org_Chem-18-508-g015.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/c9ca0d16bce4/Beilstein_J_Org_Chem-18-508-g016.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/da87/9086503/1b5b633bafc2/Beilstein_J_Org_Chem-18-508-g017.jpg

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