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Direct and Versatile Synthesis of Red-Shifted Azobenzenes.

Mickel J HansenMichael M LerchWiktor SzymanskiBen L Feringa
Published in: Angewandte Chemie (International ed. in English) (2016)
A straightforward synthesis of azobenzenes with bathochromically-shifted absorption bands is presented. It employs an ortho-lithiation of aromatic substrates, followed by a coupling reaction with aryldiazonium salts. The products are obtained with good to excellent yields after simple purification. Moreover, with the presented methodology, a structurally diverse panel of different azobenzenes, including unsymmetric tetra-ortho-substituted ones, can be readily obtained, which paves the way for future development of red-light-addressable azobenzene derivatives for in vivo application.
Keyphrases
  • molecular docking
  • ionic liquid
  • room temperature
  • amino acid
  • molecular dynamics simulations
  • recombinant human
  • structure activity relationship