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Z. Naturforsch. 2013,
68b, 367 – 377
doi:10.5560/ZNB.2013-3004
3-Pyrenylacrylates: Synthetic, Photophysical, Theoretical and Electrochemical Investigations
1 Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany
2 Institut für Chemie, Abteilung Organische Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany
3 Department of Chemistry, COMSATS Institute of Information Technology, Abbottabad, Pakistan
4 Institut für Chemie, Abteilung Physikalische Chemie, Universität Rostock, Dr. Lorenz Weg 1, 18059 Rostock, Germany
5 Equal contribution of these co-authors
Reprint requests to P. Langer. Fax: +49-381-498-6410. E-mail:
peter.langer@uni-rostock.de
Received January 5, 2013 / published online April 19, 2013
The Mizoroki-Heck coupling of 1-bromopyrene with acrylates provides a convenient access to a variety of 3-pyrenylacrylates in very good yields (up to 93 %). Their photophysical properties combined with solvatochromic effects were studied. In addition, electrochemical oxidation potentials were determined by DPV (differential pulse voltammetry) measurements. The fine structure of the absorbance spectra obtained from photophysical measurements are compared with the results of theoretical calculations performed by time dependent TD-B3LYP methods using the 6-31G* basis set.
Key words: Arenes, Polycycles, Pyrene, Density Functional Calculations, Electrochemistry, UV/Vis Spectroscopy
Supporting Material: