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Issue 22, 2011
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Supramolecular luminescent system based on 2-cyano-3(4-(diphenylamino)phenyl) acrylic acid: Chiral luminescent host for selective CH3CN sensor

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Abstract

New supramolecular luminescent host systems based on 2-cyano-3(4-(diphenylamino)phenyl) acrylic acid (CDPA), a triphenylamine based luminescent acid, and amines (propylamine (1), dimethylaminopyridine, DMAP (2) and (1S,2R)-2-amino-1,2-diphenylethanol (3)) were prepared using a supramolecular approach. For each, the inclusion of amines in the CDPA matrix led to blue shifts in the solid state luminescence. 1 forms a CH3CN-selective, luminescent host and exhibits solvent dependent luminescent changes in the solid state. Crystallisation of CDPA-DMAP from EtOAc (2a) and CH3CN (2b) produces two different solid forms which exhibit slight differences in luminescence (λmax at 522 nm and 529 nm, respectively). The chiral luminescent host system (3a) obtained from CH3CN shows robust, reversible CH3CN-selective luminescent sensing (λmax at 523 nm (with CH3CN) and 553 nm (without CH3CN)). In this case the luminescence changes with the crystallising solvent (MeOH (3b) and EtOH (3c)).

Graphical abstract: Supramolecular luminescent system based on 2-cyano-3(4-(diphenylamino)phenyl) acrylic acid: Chiral luminescent host for selective CH3CN sensor

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Publication details

The article was received on 09 Feb 2011, accepted on 11 Aug 2011 and first published on 07 Sep 2011


Article type: Paper
DOI: 10.1039/C1CE05187C
Citation: CrystEngComm, 2011,13, 6706-6711
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    Supramolecular luminescent system based on 2-cyano-3(4-(diphenylamino)phenyl) acrylic acid: Chiral luminescent host for selective CH3CN sensor

    S. P. Anthony, C. Delaney, S. Varughese, L. Wang and S. M. Draper, CrystEngComm, 2011, 13, 6706
    DOI: 10.1039/C1CE05187C

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