Artículo
Mesoionic Imines (MIIs): Strong Donors and Versatile Ligands for Transition Metals and Main Group Substrates
Rudolf, Richard; Neuman, Nicolás Ignacio
; Walter, Robert R. M.; Ringenberg, Mark. R.; Sarkar, Biprajit
![Icon](/themes/CONICETDigital/images/conicet.png)
Fecha de publicación:
03/2022
Editorial:
Wiley VCH Verlag
Revista:
Angewandte Chemie
ISSN:
1433-7851
Idioma:
Inglés
Tipo de recurso:
Artículo publicado
Clasificación temática:
Resumen
We report the synthesis and the reactivity of 1,2,3-triazolin-5-imine type mesoionic imines (MIIs). The MIIs are accessible by a base-mediated cycloaddition between a substituted acetonitrile and an aromatic azide, methylation by established routes and subsequent deprotonation. C=O-stretching frequencies in MII−CO2 and −Rh(CO)2Cl complexes were used to determine the overall donor strength. The MIIs are stronger donors than the N-heterocyclic imines (NHIs). MIIs are excellent ligands for main group elements and transition metals in which they display substituent-induced fluorine-specific interactions and undergo C−H activation. DFT calculations gave insights into the frontier orbitals of the MIIs. The calculations predict a relatively small HOMO–LUMO gap compared to other related ligands. MIIs are potentially able to act as both π-donor and π-acceptor ligands. This report highlights the potential of MIIs to display exciting properties with a huge potential for future development.
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Articulos de INST.DE DES.TECNOL.PARA LA IND.QUIMICA (I)
Articulos de INST.DE DES.TECNOL.PARA LA IND.QUIMICA (I)
Citación
Rudolf, Richard; Neuman, Nicolás Ignacio; Walter, Robert R. M.; Ringenberg, Mark. R.; Sarkar, Biprajit; Mesoionic Imines (MIIs): Strong Donors and Versatile Ligands for Transition Metals and Main Group Substrates; Wiley VCH Verlag; Angewandte Chemie; 61; 25; 3-2022; 1-10
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