Abstracts of Symposium on Physical Organic Chemistry
21st Symposium on Physical Organic Chemistry
Session ID : 1P81
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Construction of Hydrindacene-Based Macrocycle with Dimentionally Ordered Array of Functionality
Hidetoshi Kawai*Tatsuya UtamuraErina MotoiKenshu FujiwaraTakanori Suzuki
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Abstract
Macrocycles having preorganized, defined cavities and structures of molecular dimensions have attracted great interest because of promising applications toward extended pai-conjugated systems or tube-like structures by self-assembly. Here we report the preparation, X-ray structures and spectroscopic properties of hydrindacene-based macrocycles. These macrocycles are endowed dimensionally ordered array of functionalities in both horizontal and vertical directions of the macrocyclic backbone, because multi-dimensional modification is possible in the hydrindacene unit. Through Eglington coupling of the diethynyl hydrindacenes, we prepared macrocycles 2-4 consisting of 2-4 units of hydrindacene, which have methoxy, bromo, thienyl or styryl substituents. We will discuss the electric interaction among hydrindacene units based on the UV/vis and fluorescent spectra and cyclic voltammogram.
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© 2011 by The Society of Physical Organic Chemistry, Japan
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