3 years ago

Craig-Type Möbius Aromaticity and Antiaromaticity in Dimetalla[10]annulenes: A Metal-Induced Yin-and-Yang Pair

Craig-Type Möbius Aromaticity and Antiaromaticity in Dimetalla[10]annulenes: A Metal-Induced Yin-and-Yang Pair
Ting Shen, Ke An, Jun Zhu
Aromaticity, one of the most fundamental concepts in chemistry, can be classified as Hückel- and Möbius-type according to the electron count and topology. In comparison with numerous Hückel aromatics containing 4n+2 π-electrons, Möbius aromatics with 4n π-electrons, especially the Craig-type species are particularly limited. Herein we demonstrate that the recently synthesized dimetalla[10]annulenes could be Möbius aromatic or antiaromatic although the organic prototype [10]annulene is nonaromatic due to the nonplanarity caused by the steric repulsion of two CH groups, suggesting the first example of yin-and-yang pair with Craig-type Möbius (anti)aromaticity. Further study suggests that the lithium atoms in dimetalla[10]annulenes are not spectator cations but play an important role in the aromaticity switch of these species due to their bonding interaction with the diene moieties. Our findings highlight the magic power of metals in the achievement of Craig-type Möbius aromatics, thus opening an avenue to such novel aromatics.

Publisher URL: http://dx.doi.org/10.1021/acs.organomet.7b00341

DOI: 10.1021/acs.organomet.7b00341

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.