Tetrel Bond between 6-OTX<sub>3</sub>-Fulvene and NH<sub>3</sub>: Substituents and Aromaticity

oleh: Ming-Chang Hou, Shu-Bin Yang, Qing-Zhong Li, Jian-Bo Cheng, Hai-Bei Li, Shu-Feng Liu

Format: Article
Diterbitkan: MDPI AG 2018-12-01

Deskripsi

Carbon bonding is a weak interaction, particularly when a neutral molecule acts as an electron donor. Thus, there is an interesting question of how to enhance carbon bonding. In this paper, we found that the &#8315;OCH<sub>3</sub> group at the exocyclic carbon of fulvene can form a moderate carbon bond with NH<sub>3</sub> with an interaction energy of about &#8722;10 kJ/mol. The &#8315;OSiH<sub>3</sub> group engages in a stronger tetrel bond than does the &#8315;OGeH<sub>3</sub> group, while a reverse result is found for both &#8315;OSiF<sub>3</sub> and &#8315;OGeF<sub>3</sub> groups. The abnormal order in the former is mainly due to the stronger orbital interaction in the &#8315;OSiH<sub>3</sub> complex, which has a larger deformation energy. The cyano groups adjoined to the fulvene ring not only cause a change in the interaction type, from vdW interactions in the unsubstituted system of &#8315;OCF<sub>3</sub> to carbon bonding, but also greatly strengthen tetrel bonding. The formation of tetrel bonding has an enhancing effect on the aromaticity of the fulvene ring.