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Utilization of conventional Lewis acids as bases: complexes of carboranes with N-heterocyclic carbenes as catalysts

Authors: Vrána Jan | Šramel Peter | Vosáhlo Petr | Kapustová Zuzana | Holub Josef | Samsonov Maksim Andreevich | Růžička Aleš

Year: 2024

Type of publication: ostatní - přednáška nebo poster

Page from-to: nestránkováno

Titles:

Language	Name	Abstract	Keywords
eng	Utilization of conventional Lewis acids as bases: complexes of carboranes with N-heterocyclic carbenes as catalysts	The group of boranes and heteroboranes has been known for more than a century and it has been extensively studied during the last decades. Their structure is dominated by electronically deficient bonds, which predetermines them to favor neutral and anionic forms. They also react easily with nuclephiles to make zwitterionic complexes or eliminate protons. Recently (Vrána, J. et. al. Nat. Commun 12, 4971, 2021), we have published a series of neutral adducts of N-heterocyclic carbenes with carboranes which are able to intercept proton (Figure 1) of a strong acid to form thermally robust cationic boranes. However, these compounds are able to activate much weaker acids. In this work, the synthesis of heteroborane-carbene complexes will be described as well as their subsequent reactivity with C-, N- and O-acids. These reaction lead to ionic compounds with stable organic anions suitable for further derivatization. Finally, the utilization of these compounds in base catalysis will be discussed as well.