Chemistry Reference
In-Depth Information
Three-Dimensional Aromatic Networks
Shinji Toyota and Tetsuo Iwanaga
Abstract Three-dimensional (3D) networks consisting of aromatic units and
linkers are reviewed from various aspects. To understand principles for the con-
struction 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 acety-
lene 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.
Keywords Aromatic unit
Cage compound
Linker
Macrocycle
Topological
isomer
Contents
1 Introduction .................................................................................. 112
2 General Remarks . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 113
2.1 Aromatic Units . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 113
2.2 Linkers ................................................................................. 113
2.3 Construction of Aromatic Networks .................................................. 115
2.4 Classification of Aromatic Networks . ................................................ 116
2.5 Other Structural Features . . . . . . . . . . . . . . . . . . . . . ........................................ 117
