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Literature DB >> 14765261

A novel synthesis of chiral rotaxanes via covalent bond formation.

Naohiro Kameta¹, Kazuhisa Hiratani, Yoshinobu Nagawa.

Abstract

Chiral rotaxanes composed of the asymmetric crownophane incorporating two hydroxy groups as a rotor moiety and the asymmetric axis were effectively synthesized via covalent bond formation, i.e. tandem Claisen rearrangement, esterification, and aminolysis.

Entities: Chemical

Year: 2004 PMID： 14765261 DOI： 10.1039/b314744d

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

10 in total

Review 1. Artificial Molecular Machines.

Authors: Sundus Erbas-Cakmak; David A Leigh; Charlie T McTernan; Alina L Nussbaumer
Journal: Chem Rev Date: 2015-09-08 Impact factor: 60.622

Review 2. Chirality in rotaxanes and catenanes.

Authors: E M G Jamieson; F Modicom; S M Goldup
Journal: Chem Soc Rev Date: 2018-07-17 Impact factor: 54.564

3. Single-Step Enantioselective Synthesis of Mechanically Planar Chiral [2]Rotaxanes Using a Chiral Leaving Group Strategy.

Authors: Chong Tian; Stephen D P Fielden; Borja Pérez-Saavedra; Iñigo J Vitorica-Yrezabal; David A Leigh
Journal: J Am Chem Soc Date: 2020-05-13 Impact factor: 15.419

4. Chemical On/Off Switching of Mechanically Planar Chirality and Chiral Anion Recognition in a [2]Rotaxane Molecular Shuttle.

Authors: Stefano Corra; Christiaan de Vet; Jessica Groppi; Marcello La Rosa; Serena Silvi; Massimo Baroncini; Alberto Credi
Journal: J Am Chem Soc Date: 2019-05-30 Impact factor: 15.419

A novel synthesis of chiral rotaxanes via covalent bond formation.

Review 1. Artificial Molecular Machines.

Review 2. Chirality in rotaxanes and catenanes.

3. Single-Step Enantioselective Synthesis of Mechanically Planar Chiral [2]Rotaxanes Using a Chiral Leaving Group Strategy.

4. Chemical On/Off Switching of Mechanically Planar Chirality and Chiral Anion Recognition in a [2]Rotaxane Molecular Shuttle.

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

6. Diastereoselective synthesis of [1]rotaxanes via an active metal template strategy.

7. Synthesis and Dynamics of Nanosized Phenylene-Ethynylene-Butadiynylene Rotaxanes and the Role of Shape Persistence.

8. A Short Covalent Synthesis of an All-Carbon-Ring [2]Rotaxane.

Review 9. Chiral Catenanes and Rotaxanes: Fundamentals and Emerging Applications.

10. A Covalent and Modular Synthesis of Homo- and Hetero[n]rotaxanes.