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Issue 39, 2012
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Naphthoxaphospholes as examples of fluorescent phospha-acenes

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Seven new fluorescent 2-R-naphtho[2,3-d]oxaphospholes (R-NOPs) (4a–g; R = tBu (a), Ad (b), C6H5 (c), 4-MeC6H4 (d), 4-ClC6H4 (e), 4-BrC6H4 (f), 4-MeOC6H4 (g)), have been synthesized by cyclocondensation reactions of benzimidoyl chlorides with 3-phosphino-2-naphthol (3). The compounds were characterized by multinuclear NMR, UV-vis, and fluorescence spectroscopy. Compounds 4a–d and 4g were characterized by cyclic voltammetry experiments. The solid state structures of compounds 4b and 4d were also determined by single-crystal X-ray diffraction experiments.

Graphical abstract: Naphthoxaphospholes as examples of fluorescent phospha-acenes

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Publication details

The article was received on 25 Apr 2012, accepted on 06 Jul 2012 and first published on 17 Aug 2012

Article type: Paper
DOI: 10.1039/C2DT30902E
Citation: Dalton Trans., 2012,41, 12016-12022

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    Naphthoxaphospholes as examples of fluorescent phospha-acenes

    F. L. Laughlin, A. L. Rheingold, N. Deligonul, B. J. Laughlin, R. C. Smith, L. J. Higham and J. D. Protasiewicz, Dalton Trans., 2012, 41, 12016
    DOI: 10.1039/C2DT30902E

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