3-Pyrenylacrylates: Synthetic, Photophysical, Theoretical and Electrochemical Investigations

Author:

Reimann Sebastian12,Sharif Muhammad1345,Wittler Kai6,Knöpke Leif R.1,Surkus Annette-E.1,Roth Christian6,Ludwig Ralf16,Langer Peter12

Affiliation:

1. Leibniz-Institut fur Katalyse e.V. an der Universitat Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany

2. Institut fur Chemie, Abteilung Organische Chemie, Universitat Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany

3. Institut fur Chemie, Abteilung Organische Chemie, Universitat Rostock, Albert-Einstein-Str.3a, 18059 Rostock, Germany

4. Department of Chemistry, COMSATS Institute of Information Technology, Abbottabad,Pakistan

5. Equal contribution of these co-authors

6. Institut fur Chemie, Abteilung Physikalische Chemie, Universitat Rostock, Dr. Lorenz Weg 1, 18059 Rostock, Germany

Abstract

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.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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