5 years ago

Coordination-Driven Folding in Multi-ZnII-Porphyrin Arrays Constructed on a Pillar[5]arene Scaffold

Coordination-Driven Folding in Multi-ZnII-Porphyrin Arrays Constructed on a Pillar[5]arene Scaffold
Haifa Ben Aziza, Thi Minh Nguyet Trinh, Christian Bijani, Jean-François Nierengarten, Yannick Coppel, Matthieu Chessé, Michel Holler, Béatrice Delavaux-Nicot, Emmanuel Maisonhaute, Eric Meichsner, Iwona Nierengarten, Rym Abidi
Pillar[5]arene derivatives bearing peripheral porphyrin subunits have been efficiently prepared from a deca-azide pillar[5]arene building block (17) and ZnII-porphyrin derivatives bearing a terminal alkyne function (9 and 16). For the resulting deca-ZnII-porphyrin arrays (18 and 20), variable temperature NMR studies revealed an intramolecular complexation of the peripheral ZnII-porphyrin moieties by 1,2,3-triazole subunits. As a result, the molecules adopt a folded conformation. This was further confirmed by UV/Vis spectroscopy and cyclic voltammetry. In addition, we have also demonstrated that the coordination-driven unfolding of 18 and 20 can be controlled by an external chemical stimulus. Specifically, addition of an imidazole derivative (22) to solution of 18 or 20 breaks the intramolecular coordination at the origin of the folding. The resulting molecular motions triggered by the addition of the imidazole ligand mimic the blooming of a flower. Molecular flowers: Deca-ZnII-porphyrin arrays constructed on a pillar[5]arene scaffold adopt a folded conformation due to intramolecular complexation of the ZnII-porphyrin moieties by 1,2,3-triazole subunits. An external chemical stimulus can trigger the unfolding of these compounds thus mimicking the blooming of a flower.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201701622

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.