Premium
Organoplatinum‐Mediated Synthesis of Cyclic π‐Conjugated Molecules: Towards a New Era of Three‐Dimensional Aromatic Compounds
Author(s) -
Yamago Shigeru,
Kayahara Eiichi,
Iwamoto Takahiro
Publication year - 2014
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201300035
Subject(s) - supramolecular chemistry , conjugated system , platinum , molecule , reductive elimination , chemistry , fullerene , combinatorial chemistry , electrochemistry , ligand (biochemistry) , molecular electronics , nanotechnology , self assembly , materials science , organic chemistry , catalysis , polymer , electrode , biochemistry , receptor
This article describes the most recent developments in the synthesis of three‐dimensional π‐conjugated molecules and the elucidation of their properties made by our research group. Various cycloparaphenylenes ( CPPs ) of different sizes and a cage‐like 3 D molecule were synthesized based on the platinum‐mediated assembly of π‐units and subsequent reductive elimination of platinum. The assembly of π‐units by this method mimics the self‐assembly process for the formation of supramolecular ligand–metal complexes with 3 D cages and polyhedral structures. Furthermore, reductive elimination of platinum successfully took place with high efficiency, despite the high strain energy of the target molecule. Several size‐dependent physical properties of CPPs , namely the photophysical, redox, and host–guest chemistries, were also clarified. These results are of use for a molecular‐level understanding of CNT physical properties as well as fullerene peapods. Theoretical and electrochemical studies suggest that small CPPs and their derivatives should be excellent lead compounds for molecular electronics.