Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Solid State Separation and Isolation of Tautomers of Fused-Ring Triazolotriazoles

Solid State Separation and Isolation of Tautomers of Fused-Ring Triazolotriazoles
Andrea Peluso, Carla Manfredi, Sabato Volino, Amedeo Capobianco, Roberto Centore, Sandra Fusco, Antonio Carella, Maria Vittoria Ferrara
Fine control of the tautomeric forms of [1,2,4]triazolo[3,2-c][1,2,4]triazole derivatives in acidic conditions has been achieved by acting on the electronic character of the substituent at position 7 of the heterobicycle and on the counterion. Strong electron releasing or electron withdrawing substituents lead almost exclusively to a single tautomeric form, the 1H-3H or the 2H-3H, respectively. In the case of the phenol substituent, both tautomeric forms are present in comparable amount in solution; the two tautomers can also be selectively precipitated in different crystalline salts using suitable counterions.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00380

DOI: 10.1021/acs.joc.7b00380

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.