Literature DB >> 20532265

Synthetic approaches to aromatic belts: building up strain in macrocyclic polyarenes.

David Eisenberg1, Roy Shenhar, Mordecai Rabinovitz.   

Abstract

This tutorial review discusses synthetic strategies towards aromatic belts, defined here as double-stranded conjugated macrocycles, such as [n]cyclacenes, [n]cyclophenacenes, Schlüter belt, and Vögtle belt. Their appeal stems, firstly, from the unique nature of their conjugation, having p orbitals oriented radially rather than perpendicular to the plane of the macrocycle. Secondly, as aromatic belts are model compounds of carbon nanotubes of different chiralities, a synthetic strategy towards the buildup of structural strain in these compounds could finally open a route towards rational chemical synthesis of carbon nanotubes. The elusiveness of these compounds has stimulated fascinating and ingenious synthetic strategies over the last decades. The various strategies are classified here by their approach to the buildup of structural strain, which is the main obstacle in the preparation of these curved polyarenes.

Entities:  

Year:  2010        PMID: 20532265     DOI: 10.1039/b904087k

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  6 in total

Review 1.  Aromatic hydrocarbon belts.

Authors:  Qing-Hui Guo; Yunyan Qiu; Mei-Xiang Wang; J Fraser Stoddart
Journal:  Nat Chem       Date:  2021-04-15       Impact factor: 24.427

2.  Synthesis of 2,24-Diene-12,13,15,16,34,35,37,38-octaphenyl[4.4]-triphenylparacyclophane.

Authors:  Bernard Wiredu; Mahendra Thapa; Sheen Y Hua; John Desper; Duy H Hua
Journal:  Synthesis (Stuttg)       Date:  2021-04-12       Impact factor: 3.157

3.  A Molecular Nanotube with Three-Dimensional π-Conjugation.

Authors:  Patrik Neuhaus; Arjen Cnossen; Juliane Q Gong; Laura M Herz; Harry L Anderson
Journal:  Angew Chem Int Ed Engl       Date:  2015-05-07       Impact factor: 15.336

4.  A Molecular Nanotube with Three-Dimensional π-Conjugation.

Authors:  Patrik Neuhaus; Arjen Cnossen; Juliane Q Gong; Laura M Herz; Harry L Anderson
Journal:  Angew Chem Weinheim Bergstr Ger       Date:  2015-05-07

5.  Chiral cyclic [n]spirobifluorenylenes: carbon nanorings consisting of helically arranged quaterphenyl rods illustrating partial units of woven patterns.

Authors:  Kaige Zhu; Kosuke Kamochi; Takuya Kodama; Mamoru Tobisu; Toru Amaya
Journal:  Chem Sci       Date:  2020-08-15       Impact factor: 9.825

Review 6.  Conjugated Nanohoops Incorporating Donor, Acceptor, Hetero- or Polycyclic Aromatics.

Authors:  Mathias Hermann; Daniel Wassy; Birgit Esser
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-22       Impact factor: 16.823

  6 in total

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