Design and reactions of a carbon Lewis base/boron Lewis acid frustrated Lewis pair

Design and reactions of a carbon Lewis base/boron Lewis acid frustrated Lewis pair

The conjugated dienamine 4 selectively adds Piers' borane [HB(C6F5)2] to give the enamine/borane system 5, which features a boratirane structure by internal enamine carbon Lewis base to boron Lewis acid interaction. Compound 5 behaves as a C/B frustrated Lewis pair and undergoes typical additio...

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Veröffentlicht in:Philosophical transactions of the Royal Society of London. Series A: Mathematical, physical, and engineering sciences physical, and engineering sciences, 2017-08, Vol.375 (2101), p.20170015-20170015
Hauptverfasser: Möricke, Jennifer, Wibbeling, Birgit, Daniliuc, Constantin G., Kehr, Gerald, Erker, Gerhard
Format: Artikel
Sprache:eng
Schlagworte:
Benzaldehyde
Borane
Boron compounds
Enamine
Frustrated Lewis Pair
Lewis Acid
Lewis Base
Nitriles
Sulfur dioxide
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Zusammenfassung:The conjugated dienamine 4 selectively adds Piers' borane [HB(C6F5)2] to give the enamine/borane system 5, which features a boratirane structure by internal enamine carbon Lewis base to boron Lewis acid interaction. Compound 5 behaves as a C/B frustrated Lewis pair and undergoes typical addition reactions to benzaldehyde, several nitriles and to sulfur dioxide. This article is part of the themed issue ‘Frustrated Lewis pair chemistry’.
ISSN:1364-503X
1471-2962
DOI:10.1098/rsta.2017.0015