BINOL as a chiral element in mechanically interlocked molecules

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 diastereose...

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Main Authors: Matthias Krajnc, Jochen Niemeyer
Format: Article
Language:English
Published: Beilstein-Institut 2022-05-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.18.53
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author Matthias Krajnc
Jochen Niemeyer
author_facet Matthias Krajnc
Jochen Niemeyer
author_sort Matthias Krajnc
collection DOAJ
description 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.
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spelling doaj.art-cfad2cd17bc24207bfae776ca2d666c82022-12-22T00:49:36ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972022-05-0118150852310.3762/bjoc.18.531860-5397-18-53BINOL as a chiral element in mechanically interlocked moleculesMatthias Krajnc0Jochen Niemeyer1Faculty of Chemistry (Organic Chemistry) and Centre of Nanointegration Duisburg-Essen (CENIDE), University of Duisburg-Essen, Universitätsstr. 7, 45141 Essen, GermanyFaculty of Chemistry (Organic Chemistry) and Centre of Nanointegration Duisburg-Essen (CENIDE), University of Duisburg-Essen, Universitätsstr. 7, 45141 Essen, GermanyIn 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.https://doi.org/10.3762/bjoc.18.53axial chiralitybinolcatenanesinterlocked moleculesrotaxanes
spellingShingle Matthias Krajnc
Jochen Niemeyer
BINOL as a chiral element in mechanically interlocked molecules
Beilstein Journal of Organic Chemistry
axial chirality
binol
catenanes
interlocked molecules
rotaxanes
title BINOL as a chiral element in mechanically interlocked molecules
title_full BINOL as a chiral element in mechanically interlocked molecules
title_fullStr BINOL as a chiral element in mechanically interlocked molecules
title_full_unstemmed BINOL as a chiral element in mechanically interlocked molecules
title_short BINOL as a chiral element in mechanically interlocked molecules
title_sort binol as a chiral element in mechanically interlocked molecules
topic axial chirality
binol
catenanes
interlocked molecules
rotaxanes
url https://doi.org/10.3762/bjoc.18.53
work_keys_str_mv AT matthiaskrajnc binolasachiralelementinmechanicallyinterlockedmolecules
AT jochenniemeyer binolasachiralelementinmechanicallyinterlockedmolecules