A new type of C+â¯Hδ-(C=) bond in adducts of vinyl carbocations with alkenes.
Sci Rep
; 14(1): 8423, 2024 Apr 10.
Article
en En
| MEDLINE
| ID: mdl-38600206
ABSTRACT
By X-ray diffraction analysis and IR spectroscopy, it was established here that vinyl carbocations C3H5+/C4H7+ with carborane counterion CHB11Cl11- form stable monosolvates C3H5+â
C3H6/C4H7+â
C4H8 with molecules of alkenes C3H6/C4H8. They contain molecular group =C+â¯Hδ--Cδ+= with a new type of bond formed by the H atom of the H-C= group of the alkene with the C atom of the C+=C group of the carbocation. The short C+----Cδ+ distance, equal to 2.44 Å, is typical of that of X----X in proton disolvates (L2H+) with an quasi-symmetrical X-H+â¯X moiety (where X = O or N) of basic molecule L. The nature of the discovered bond differs from that of the classic H-bond by an distribution of electron density the electron-excessive Hδ- atom from the (=)C-H group of the alkene is attached to the C+ atom of the carbocation, on which the positive charge is predominantly concentrated. Therefore, it can be called an inverse hydrogen bond.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Idioma:
En
Revista:
Sci Rep
Año:
2024
Tipo del documento:
Article
País de afiliación:
Rusia
Pais de publicación:
Reino Unido