om8b00571_si_001.pdf (3.85 MB)

Probing the Strongest Aromatic Cyclopentadiene Ring by Hyperconjugation

Download (3.85 MB)
journal contribution
posted on 11.09.2018, 16:40 by Qiong Xie, Tingting Sun, Jun Zhu
Hyperconjugation, an interaction of electrons in a σ orbital or lone pair with an adjacent π or even σ antibonding orbital, can have a strong effect on aromaticity. However, most work on hyperconjugative aromaticity has been limited to main-group substituents. Here, we report a thorough density functional theory study to evaluate the aromaticity in various cyclopentadienes that contain both main-group and transition-metal substituents. Our calculations reveal that the strongest aromatic cyclopentadiene ring can be achieved by the synergy of trans influence and hyperconjugation caused by transition-metal substituents. Our findings highlight the great power of transition metals and trans influence in achieving hyperconjugative aromaticity, opening an avenue to the design of other novel aromatic organometallics.

History

Exports