Abstract
Desymmetrisation of macromolecules is an important process in
the preparation of functional nanoparticles for a variety of potential
applications. Efficient routes for the directed stepwise synthesis
of desymmetrised functional two- and three-dimensional polyphenylenes
are here presented. Building blocks substituted with different functional
groups have been prepared and combined to make functionalised hexaphenylbenzenes.
Cyclodehydrogenation of these gives unique hexa-peri-hexabenzocoronenes
with different types of substituents in various substitution patterns.
These show remarkable phase-forming properties, which can be controlled
through their substitution patterns, making them attractive candidates
for use in electronic aplications. Selective silylation of a tetrahedrally
symmetric core molecule followed by stepwise addition of substituted
dendrons leads to dendrimers selectively functionalised on the periphery
by different functional groups in well-defined spatial relationships
to each other. By this method dendrimers have been made with two
diffferent chromophores permitting study of energy transfer processes,
and dendrimers with functional groups permitting their attachment
to electrodes or biological systems with posssible applications
as biosensors.
Key words
dendrimers - polycycles - desymmetrisation - Diels-Alder reactions - cycloadditions - dehydrogenations
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