Tetrel Bonding of the Carbenium Ion Forms a Pentacoordinate Carbon Atom.
Chemphyschem
; 25(12): e202400240, 2024 Jun 17.
Article
en En
| MEDLINE
| ID: mdl-38527952
ABSTRACT
As a flat trigonal species, the CR3 + carbenium ion contains a pair of deep π-holes above and below its molecular plane. In the case of CH3 + a first base will form a covalent bond with the central C, making the combined species tetrahedral. Approach of a second base to the opposite side results in a longer but rather strong noncovalent tetrel bond (TB). While CMe3 + can also form a similar asymmetric complex with a pair of bases, it also has the capacity to form a pair of nearly equivalent TBs, such that the resulting symmetric trigonal bipyramid configuration is only slightly higher in energy. When the three substituents on the central C are phenyl rings, the symmetric configuration with two TBs predominates. These tetrel bonds are quite strong, reaching up to 20â
kcal/mol. Adding OPH2 or OCH substituents to the phenyl rings permits the formation of intramolecular Câ
â
O TBs to the central C, very similar in many respects to the case where these TBs are intermolecular.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Idioma:
En
Revista:
ChemPhysChem (Internet)
/
Chemphyschem
Asunto de la revista:
BIOFISICA
/
QUIMICA
Año:
2024
Tipo del documento:
Article
País de afiliación:
Estados Unidos
Pais de publicación:
Alemania