Chemistry - An Asian Journal
Chemistry - An Asian Journal
5 years ago

Toward Benzobis(thiadiazole)-based Diradicaloids

Toward Benzobis(thiadiazole)-based Diradicaloids
Jishan Wu, Hoa Phan, Tun Seng Herng, Yi Liu, Jun Ding, Tullimilli Y. Gopalakrishna
We theoretically predicted that acetylene-bridged benzo[1,2-c;4,5-c′]bis[1,2,5]thiadiazole (BBT) oligomers would show a quick increase of diradical character with the extension of chain length. To validate the hypothesis, six stable BBT-based diradicaloids were synthesized and fully characterized by X-ray crystallographic analysis and various spectroscopic measurements. Three of them showed prominent paramagnetic activity at elevated temperatures due to thermal population from the open-shell singlet ground state to triplet excited state. It was also found that substitution by electron-donating triphenylamine groups at the termini promoted the diradical character and reduced the singlet–triplet energy gap, and at the same time, resulted in intense near-infrared absorption. BBT-based diradicaloids! We theoretically and experimentally investigated the potential of using benzo[1,2-c;4,5-c′]bis[1,2,5]thiadiazole (BBT) as a general building block for stable open-shell singlet diradicaloids. The extension of π-conjugation and substitution by electron-donating groups result in an increase of diradical character and decrease of singlet–triplet energy gap.

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

DOI: 10.1002/asia.201700732

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.