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Media type:
E-Article
Title:
Superseding β‐Diketiminato Ligands: An Amido Imidazoline‐2‐Imine Ligand Stabilizes the Exhaustive Series of B=X Boranes (X=O, S, Se, Te)
Contributor:
Dolati, Hadi;
Denker, Lars;
Trzaskowski, Bartosz;
Frank, René
Published:
Wiley, 2021
Published in:
Angewandte Chemie International Edition, 60 (2021) 9, Seite 4633-4639
Language:
English
DOI:
10.1002/anie.202015553
ISSN:
1433-7851;
1521-3773
Origination:
Footnote:
Description:
AbstractBoron reluctantly forms B=X (X=O, S, Se, Te) moieties, which has stimulated the quest for such species in the past few years. Based on the N,N′‐chelating β‐diketiminato ligand (HNacNac), a new amido imidazoline‐2‐imine ligand system (HAmIm) is presented, giving rise to the isolation of an exhaustive series of Lewis acid free, monomeric chalcogen B=X boranes with documented π‐bond character between boron and the chalcogen. The chalcogenoboranes are isoelectronic and isolobal to the respective ketones. The chemical behavior of the oxoborane (B=O) strongly resembles the classical carbonyl reactivity in C=O bonds. The improved stability provided by HAmIm arises from the formation of more‐stable five‐membered boron chelates versus the six‐membered NacNac analogues and from the imidazoline‐2‐imine moiety providing enhanced σ‐ and π‐donation. The HAmIm ligand class may supersede the widely employed NacNac system in certain applications.