Organic Letters
Organic Letters
5 years ago

Calix[4, 5]tetrolarenes: A New Family of Macrocycles

Calix[4, 5]tetrolarenes: A New Family of Macrocycles
Yossi Zafrani, Yoram Cohen
The facile and efficient one-step synthesis and the full characterization of novel π-electron rich macrocycles, calix-[n]tetrolarenes (n = 4, 5), are described. The tetramer and the much rarer sized pentamer were easily prepared by reaction of the commercially available, partially methylated 1,2,3,5-benzenetetrol with paraformaldehyde under TFA catalysis, with a total isolated yield of 73%. The reaction is solvent sensitive, and the number of methylated oxygens also affects the tetramer/pentamer distribution. The compounds formed may be considered as “chimeric” macrocycles of calixarene and pyrogallol[n]arene that may serve as new building blocks in host–guest and supramolecular chemistry.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01511

DOI: 10.1021/acs.orglett.7b01511

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.