Tetrahedron
Tetrahedron
5 years ago

Photoisomerization of cyclopentene-based β-(2-furanyl)- and β-(2-thienyl)enones

Photoisomerization of cyclopentene-based β-(2-furanyl)- and β-(2-thienyl)enones
The potential of photoisomerization of β-(2-furanyl)- and β-(2-thienyl)enones in the field of optical memory was explored by synthesis and thorough studies of the cyclopentene-based series with different substituents on the aryl moiety. X-ray crystallographic analysis of the synthesized β-(2-furanyl)- and β-(2-thienyl)enones established the constant conformation of the molecule in the crystal for all studied compounds with a dependency neither on the heteroatom of the 5-membered ring, nor on the nature of the substituent on the aromatic ring. In solution under UV irradiation, the presence of the electron-withdrawing nitro group not only promotes a photoisomerization of the β-(2-thienyl)enone skeleton but also stabilizes the photoproduct of the corresponding β-(2-furanyl)enone. This photoproduct, fully characterized and studied in different solvents, shows a remarkable dependence of its fluorescent properties on the polarity of the media. Large Stokes shift values and minimal overlapping of absorption and fluorescent bands of the photoproduct in polar solvents suggest potential applications of the studied photoreaction in optical data storage.

Publisher URL: www.sciencedirect.com/science

DOI: S0040402017306245

You might also like
Discover & Discuss Important Research

Keeping up-to-date with research can feel impossible, with papers being published faster than you'll ever be able to read them. That's where Researcher comes in: we're simplifying discovery and making important discussions happen. With over 19,000 sources, including peer-reviewed journals, preprints, blogs, universities, podcasts and Live events across 10 research areas, you'll never miss what's important to you. It's like social media, but better. Oh, and we should mention - it's free.

  • Download from Google Play
  • Download from App Store
  • Download from AppInChina

Researcher displays publicly available abstracts and doesn’t host any full article content. If the content is open access, we will direct clicks from the abstracts to the publisher website and display the PDF copy on our platform. Clicks to view the full text will be directed to the publisher website, where only users with subscriptions or access through their institution are able to view the full article.