Literature DB >> 35763555

A Co-conformationally "Topologically" Chiral Catenane.

Arnau Rodríguez-Rubio1, Andrea Savoini1, Florian Modicom1, Patrick Butler1, Stephen M Goldup1.   

Abstract

Catenanes composed of two achiral rings that are oriented (Cnh symmetry) because of the sequence of atoms they contain are referred to as topologically chiral. Here, we present the synthesis of a highly enantioenriched catenane containing a related but overlooked "co-conformationally 'topologically' chiral" stereogenic unit, which arises when a bilaterally symmetric Cnv ring is desymmetrized by the position of an oriented macrocycle.

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Year:  2022        PMID: 35763555      PMCID: PMC9348828          DOI: 10.1021/jacs.2c02029

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   16.383


  51 in total

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2.  Chirality induction through the reversible catenation of coordination rings.

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Journal:  Angew Chem Int Ed Engl       Date:  2002-09-02       Impact factor: 15.336

3.  Topology in chemistry: designing Möbius molecules.

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4.  A chemically-driven molecular information ratchet.

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5.  A new fundamental type of conformational isomerism.

Authors:  Peter J Canfield; Iain M Blake; Zheng-Li Cai; Ian J Luck; Elmars Krausz; Rika Kobayashi; Jeffrey R Reimers; Maxwell J Crossley
Journal:  Nat Chem       Date:  2018-05-21       Impact factor: 24.427

6.  A Tubular Belt and a Möbius Strip with Dynamic Joints: Synthesis, Structure, and Host-Guest Chemistry.

Authors:  Jun Yuan; Yunyi Song; Xia Li; Jialin Xie; Shengyi Dong; Kelong Zhu
Journal:  Org Lett       Date:  2021-12-06       Impact factor: 6.005

7.  Stereoselective Synthesis of Molecular Square and Granny Knots.

Authors:  David A Leigh; Lucian Pirvu; Fredrik Schaufelberger
Journal:  J Am Chem Soc       Date:  2019-03-29       Impact factor: 15.419

8.  Chiroptical inversion of a planar chiral redox-switchable rotaxane.

Authors:  Marius Gaedke; Felix Witte; Jana Anhäuser; Henrik Hupatz; Hendrik V Schröder; Arto Valkonen; Kari Rissanen; Arne Lützen; Beate Paulus; Christoph A Schalley
Journal:  Chem Sci       Date:  2019-09-04       Impact factor: 9.825

9.  High yielding synthesis of 2,2'-bipyridine macrocycles, versatile intermediates in the synthesis of rotaxanes.

Authors:  J E M Lewis; R J Bordoli; M Denis; C J Fletcher; M Galli; E A Neal; E M Rochette; S M Goldup
Journal:  Chem Sci       Date:  2016-01-27       Impact factor: 9.825

10.  Stereoselective Synthesis of Mechanically Planar Chiral Rotaxanes.

Authors:  Michael A Jinks; Alberto de Juan; Mathieu Denis; Catherine J Fletcher; Marzia Galli; Ellen M G Jamieson; Florian Modicom; Zhihui Zhang; Stephen M Goldup
Journal:  Angew Chem Int Ed Engl       Date:  2018-10-17       Impact factor: 15.336

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