3-Pyrenylacrylates: Synthetic, photophysical, theoretical and electrochemical investigations

  • Sebastian Reimann
  • , Muhammad Sharif
  • , Kai Wittler
  • , Leif R. Knöpke
  • , Annette E. Surkus
  • , Christian Roth
  • , Ralf Ludwig
  • , Peter Langer*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

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.

Original languageEnglish
Pages (from-to)367-377
Number of pages11
JournalZeitschrift fur Naturforschung - Section C Journal of Biosciences
Volume68
Issue number4
StatePublished - 2013
Externally publishedYes

Bibliographical note

Funding Information:
We are grateful to the Higher Education Commission Pakistan (scholarship for M. S.). A. Lehmann (LIKAT) is gratefully acknowledged for measuring the absorption spectra. Financial support by the University of Rostock (scholarship of the Interdisciplinary Faculty of the University of Rostock/Dept. LLM for S R and C R) and by the state of Mecklenburg-Vorpommern is gratefully acknowledged. Financial support by the European Social Fund (EFRE program) is also acknowledged.

Keywords

  • Arenes
  • Density functional calculations
  • Electrochemistry
  • Polycycles
  • Pyrene
  • UV/Vis spectroscopy

ASJC Scopus subject areas

  • General Biochemistry, Genetics and Molecular Biology

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