Polyarenes II pp 111-140

Part of the Topics in Current Chemistry book series (TOPCURRCHEM, volume 350) | Cite as

Three-Dimensional Aromatic Networks

Chapter

Abstract

Three-dimensional (3D) networks consisting of aromatic units and linkers are reviewed from various aspects. To understand principles for the construction of such compounds, we generalize the roles of building units, the synthetic approaches, and the classification of networks. As fundamental compounds, cyclophanes with large aromatic units and aromatic macrocycles with linear acetylene linkers are highlighted in terms of transannular interactions between aromatic units, conformational preference, and resolution of chiral derivatives. Polycyclic cage compounds are constructed from building units by linkages via covalent bonds, metal-coordination bonds, or hydrogen bonds. Large cage networks often include a wide range of guest species in their cavity to afford novel inclusion compounds. Topological isomers consisting of two or more macrocycles are formed by cyclization of preorganized species. Some complicated topological networks are constructed by self-assembly of simple building units.

Graphical Abstract

Keywords

Aromatic unit Cage compound Linker Macrocycle Topological isomer 

Abbreviations

Bu

Butyl

CD

Circular dichroism

Cp

Cyclopentadienyl

dppp

1,3-Bis(diphenylphosphino)propane

ESI

Electrospray ionization

HPLC

High performance liquid chromatography

iPr

Isopropyl

MALDI-TOF

Matrix-assisted laser desorption time-of-flight

trityl

Triphenylmethyl

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© Springer-Verlag Berlin Heidelberg 2012

Authors and Affiliations

  1. 1.Department of Chemistry, Faculty of ScienceOkayama University of ScienceOkayamaJapan

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