The browser you are using is not supported by this website. All versions of Internet Explorer are no longer supported, either by us or Microsoft (read more here:

Please use a modern browser to fully experience our website, such as the newest versions of Edge, Chrome, Firefox or Safari etc.

Design and development of electro-responsive [8]annulene switches


Summary, in English

This thesis describes studies regarding the design, synthesis, and analysis of new types of electro-responsive [8]annulene-based switches.
A starting material for the targeted material is dibenzo[a,e]cyclooctatetraene (dbCOT). The first part of the thesis describes an improved synthesis of this structure using a copper(I) catalyzed decarboxylative approach. Using this method, dbCOT was prepared in three steps from commercially available compounds, with a good overall yield of 62%. In addition, the same method is applied to the synthesis of two related diareno[a,e]cyclooctatetraenes.
In the second part, the design, retrosynthetic analysis, and synthesis of pseudo-conjugated 5,12-alkyne linked dbCOT oligomers with two, three, and five dbCOT units, are discussed. The synthesis of dbCOT oligomers was accomplished in five to nine steps from dbCOT and commercially available dibenzosuberenone. The properties of these structures with respect to reversible topological switching are then investigated using chemical and electrochemical methods. The structures were found to efficiently accommodate stable and reversible switching over many cycles.

Publishing year




Document type



Lund University, Faculty of Science, Department of Chemistry, Centre for Analysis and Synthesis


  • Chemical Sciences


  • electro-responsive switches
  • molecular switches
  • [8]annulenes
  • dibenzo[a,e]cyclooctatetraene




  • ISBN: 978-91-7422-875-5
  • ISBN: 978-91-7422-874-8

Defence date

30 May 2022

Defence time


Defence place

Kemicentrum, KC:A, Lunds universitet. Join via zoom:


  • Mogens Brøndsted Nielsen (Professor)