Abstract
Di(heteroaryl)acetylenes having a pyridyl or thiazolyl as the
heteroaryl group underwent a reaction with bromodibenzoborole to
produce coordination complexes, which were further treated with
water to promote the intramolecular cascade double cyclization to
produce the dibenzoborolyl-bridged ladder di(heteroaryl)vinylenes.
For the thiazolyl derivative, further derivatization at the terminal
positions produced a bis(dimesitylboryl)-substituted derivative.
The ladder molecules prepared showed an intense emission in the
fluorescence spectra as well as reversible reduction waves at low
reduction potentials in the cyclic voltammetry.
Key words
boron - acetylene - N-heteroaryl - cascade
cyclization - π-electron systems
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