Naphthoxaphospholes as examples of fluorescent phospha-acenes

Seven new fluorescent 2-R-naphtho[2,3-d]oxaphospholes (R-NOPs) (4a–g; R = tBu (a), Ad (b), C(6)H(5) (c), 4-MeC(6)H(4) (d), 4-ClC(6)H(4) (e), 4-BrC(6)H(4) (f ), 4-MeOC(6)H(4) (g)), have been synthesized by cyclocondensation reactions of benzimidoyl chlorides with 3-phosphino-2-naphthol (3). The compo...

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Bibliographic Details
Published in:Dalton transactions : an international journal of inorganic chemistry 2012-10, Vol.41 (39), p.12016-12022
Main Authors: Laughlin, Feng Li, Rheingold, Arnold L, Deligonul, Nihal, Laughlin, Brynna J, Smith, Rhett C, Higham, Lee J, Protasiewicz, John D
Format: Article
Language:English
Subjects:
Chlorides
Diffraction
Fluorescence
Single crystals
Solid state
Spectroscopy
Voltammetry
X-rays
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Summary:Seven new fluorescent 2-R-naphtho[2,3-d]oxaphospholes (R-NOPs) (4a–g; R = tBu (a), Ad (b), C(6)H(5) (c), 4-MeC(6)H(4) (d), 4-ClC(6)H(4) (e), 4-BrC(6)H(4) (f ), 4-MeOC(6)H(4) (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.
ISSN:1477-9226
1477-9234
DOI:10.1039/c2dt30902e