The Existence of a NâC Dative Bond in the C60 -Piperidine Complex.
Angew Chem Int Ed Engl
; 60(4): 1942-1950, 2021 Jan 25.
Article
em En
| MEDLINE
| ID: mdl-33022841
ABSTRACT
The complexes formed between carbon allotropes (C20 , C60 fullerenes, graphene, and single-wall carbon nanotubes) and piperidine have been investigated by means of computational quantum chemical and experimental IR and NMR techniques. Alongside hydrogen bonds, the Câ
â
â
N tetrel bond, and lone-pairâ
â
â
π interactions, the unexpected NâC dative/covalent bond has been detected solely in complexes of fullerenes with piperidine. Non-planarity and five-member rings of carbon allotropes represent the key structural prerequisites for the unique formation of a dative NâC bond. The results of thermodynamics calculations, molecular dynamics simulations, and NMR and FTIR spectroscopy explain the specific interactions between C60 and piperidine. The differences in behavior of individual carbon allotropes in terms of dative bonding formation brings a new insight into their controllable organic functionalization.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Ano de publicação:
2021
Tipo de documento:
Article