On the Importance of Noncovalent Interactions in the Stabilization of Nonconventional Compounds Using Bulky Groups

Rodrigo Báez-Grez; Ricardo Pino-Rios

doi:10.1021/acsomega.3c02663

On the Importance of Noncovalent Interactions in the Stabilization of Nonconventional Compounds Using Bulky Groups

ACS Omega. 2023 Jun 13;8(25):23168-23173. doi: 10.1021/acsomega.3c02663. eCollection 2023 Jun 27.

Authors

Rodrigo Báez-Grez¹, Ricardo Pino-Rios²

Affiliations

¹ Computational and Theoretical Chemistry Group, Departamento de Ciencias Químicas, Facultad de Ciencias Exactas, Universidad Andres Bello, República 275, 8370146 Santiago, Chile.
² Química y Farmacia, Facultad de Ciencias de la Salud, Universidad Arturo Prat., Casilla 121, Iquique 1100000, Chile.

Abstract

In this article, we studied the capability of bulky groups to contribute to the stabilization of a given compound in addition to the well-known steric effect related to substituents due to their composition (alkyl chains and aromatic groups, among others). For this purpose, the recently synthesized 1-bora-3-boratabenzene anion which contains large substituents was analyzed by means of the independent gradient model (IGM), natural population analysis (NPA) at the TPSS/def2-TZVP level, force field-based energy decomposition analysis (EDA-FF) applying the universal force field (UFF), and molecular dynamics calculations under the GFN2-xTB approach. The results indicate that the bulky groups should not only be considered for their steric effects but also for their ability to stabilize a system that could be very reactive.