Frustrated Lewis Pair‐Catalyzed Hydroboration of Nitriles: FLP Versus Borenium Catalysis
Abstract: A frustrated Lewis pair‐catalyzed hydroboration of aromatic and aliphatic nitriles was developed. The catalyst provides the primary amines in high yields of 77–99% with catalyst loading as low as 2 mol%. The reaction displays high functional group tolerance towards esters, amides, nitro groups and aliphatic halides. The addition of the diborylated amines to ethyl 3‐phenylpropiolate proceeds with Z‐selectivity with d.r. of>99:1 in 77–90% yield over two steps. The reaction mechanism was investigated by control and computational experiments.
- Standort
-
Deutsche Nationalbibliothek Frankfurt am Main
- Umfang
-
Online-Ressource
- Sprache
-
Englisch
- Erschienen in
-
Frustrated Lewis Pair‐Catalyzed Hydroboration of Nitriles: FLP Versus Borenium Catalysis ; day:31 ; month:08 ; year:2022 ; extent:1
Advanced synthesis & catalysis ; (31.08.2022) (gesamt 1)
- Urheber
- DOI
-
10.1002/adsc.202200525
- URN
-
urn:nbn:de:101:1-2022090115145934203831
- Rechteinformation
-
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Letzte Aktualisierung
-
11.08.2202, 14:00 MESZ
Datenpartner
Deutsche Nationalbibliothek. Bei Fragen zum Objekt wenden Sie sich bitte an den Datenpartner.
Beteiligte
- Sieland, Benedikt
- Hoppe, Axel
- Stepen, Arne J.
- Paradies, Jan H. H.