We report the use of a tetraborylated perylenediimide as starting material for the preparation of a tetracorannulene-perylenediimide that is able to bind up to two fullerene-C molecules by host-guest molecular recognition with preference over C. Titration with fullerene-C is followed by a dramatic shift of the aromatic signals in H NMR and an initial increase in the fluorescence of the system. By this simple mechanism, fluorogenic sensing of fullerene-C is easily accomplished by an unprecedented fluorescent turn-on mechanism.
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Synthesis of a Tetracorannulene-perylenediimide That Acts as a Selective Receptor for C over C.
Org Lett
August 2019
Departamento de Química, Facultad de Ciencias , Universidad de Burgos , 09001 Burgos , Spain.
We report the use of a tetraborylated perylenediimide as starting material for the preparation of a tetracorannulene-perylenediimide that is able to bind up to two fullerene-C molecules by host-guest molecular recognition with preference over C. Titration with fullerene-C is followed by a dramatic shift of the aromatic signals in H NMR and an initial increase in the fluorescence of the system. By this simple mechanism, fluorogenic sensing of fullerene-C is easily accomplished by an unprecedented fluorescent turn-on mechanism.
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