Facile Synthesis of New Areneboronates as Terminal Ethyne Monomers |
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Authors: | Gerhard Laus Adrian G Müller Herwig Schottenberger Klaus Wurst Michael R Buchmeiser and Karl-Hans Ongania |
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Institution: | Institute of Physical Chemistry, Martin Luther University, Muehlpforte 1, D-06108 Halle (Saale), Germany |
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Abstract: | N-Methyliminodiethyl 2-ethynylbenzeneboronate was obtained by lithiation of phenylacetylene, addition of trimethyl borate,
hydrolysis, and azeotropic condensation with N-methyl diethanolamine. 4-(Cyano-(4-ethynylphenylamino)methyl)benzeneboronate was prepared by a facile and efficient procedure
from 4-ethynylaniline and N-methyliminodiethyl 4-formylbenzeneboronate, followed by scandium-catalyzed cyanation. These terminal ethyne monomers were
shown to undergo β-insertion with a Schrock metathesis catalyst to yield boronic acid-functionalized oligomers. |
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