Construction of a Diverse Range of Boron Heterocycles via Ring Expansion of a Carboranyl‐Substituted 9‐Borafluorene

Abstract: Direct insertion of unsaturated substrates into a five‐membered borole ring is a useful method to obtain valuable heterocycles containing one or more three‐coordinate boron atoms. A highly Lewis acidic 9‐o‐carboranyl‐9‐borafluorene, in which the o‐carboranyl substituent is connected via one of the cluster carbon atoms to the boron atom of the 9‐borafluorene unit, was found to react with a vast array of unsaturated molecules, such as alkynes, aldehydes and various organic azides, to form larger boraheterocyclic products. The ring expansion reactions of the central borole ring proceed rapidly at room temperature, cementing the role of the o‐carboranyl substituent in enhancing the insertion reactivity of 9‐borafluorenes.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Construction of a Diverse Range of Boron Heterocycles via Ring Expansion of a Carboranyl‐Substituted 9‐Borafluorene ; day:27 ; month:03 ; year:2023 ; extent:14
Chemistry - a European journal ; (27.03.2023) (gesamt 14)

Creator
Bischof, Tobias
Beßler, Lukas
Krummenacher, Ivo
Erhard, Leon
Braunschweig, Holger
Finze, Maik

DOI
10.1002/chem.202300210
URN
urn:nbn:de:101:1-2023032815110598084479
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
14.08.2025, 10:54 AM CEST

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