Document Type
Article
Author ORCID Identifier
Qingzhong Li https://orcid.org/0000-0002-0511-0167
Steve Scheiner https://orcid.org/0000-0003-0793-0369
Journal/Book Title
International Journal of Molecular Sciences
Publication Date
7-25-2023
Publisher
MDPI AG
Volume
24
Issue
15
First Page
1
Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 License.
Last Page
13
Abstract
The tetrel bond (TB) between 1,2-benzisothiazol-3-one-2-TF3-1,1-dioxide (T = C, Si) and the O atom of pyridine-1-oxide (PO) and its derivatives (PO-X, X = H, NO2, CN, F, CH3, OH, OCH3, NH2, and Li) is examined by quantum chemical means. The Si···O TB is quite strong, with interaction energies approaching a maximum of nearly 70 kcal/mol, while the C···O TB is an order of magnitude weaker, with interaction energies between 2.0 and 2.6 kcal/mol. An electron-withdrawing substituent on the Lewis base weakens this TB, while an electron-donating group has the opposite effect. The SiF3 group transfers roughly halfway between the N of the acid and the O of the base without the aid of cooperative effects from a third entity.
Recommended Citation
Niu, Z.; Wu, Q.; Li, Q.; Scheiner, S. C···O and Si···O Tetrel Bonds: Substituent Effects and Transfer of the SiF3 Group. Int. J. Mol. Sci. 2023, 24, 11884. https://doi.org/10.3390/ijms241511884
