Synthesis of Core-Modified Third-Generation Light-Driven Molecular Motors

Jose Augusto Berrocal, Lukas Pfeifer, Dorus Heijnen, Ben L. Feringa*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

8 Citations (Scopus)
252 Downloads (Pure)

Abstract

The synthesis and characterization of a series of light-driven third-generation molecular motors featuring various structural modifications at the central aromatic core are presented. We explore a number of substitution patterns, such as 1,2-dimethoxybenzene, naphthyl, 1,2-dichlorobenzene, 1,1 ':2',1 ''-terphenyl, 4,4 ''-dimethoxy-1,1':2',1 ''-terphenyl, and 1,2-dicarbome-thoxybenzene, considered essential for designing future responsive systems. In many cases, the synthetic routes for both synthetic intermediates and motors reported here are modular, allowing for their post-functionalization. The structural modifications introduced in the core of the motors result in improved solubility and a bathochromic shift of the absorption maxima. These features, in combination with a structural design that presents remote functionalization of the stator with respect to the fluorene rotors, make these novel motors particularly promising as light-responsive actuators in covalent and supramolecular materials.

Original languageEnglish
Pages (from-to)10670-10680
Number of pages11
JournalJournal of Organic Chemistry
Volume85
Issue number16
DOIs
Publication statusPublished - 21-Aug-2020

Keywords

  • MOTION
  • MACHINES
  • SWITCHES

Cite this