Abstract
Several phosphonium and ammonium triarylborohydrides, which are intermediates in hydrogenation reactions catalyzed by frustrated Lewis pairs, were synthesized in high yield under mild conditions from triaryl boranes, ammonium or phosphonium halides, and triethylsilane. The kinetics and mechanisms of the reactions of these hydridoborate salts with benzhydrylium ions, iminium ions, quinone methides, and Michael acceptors were investigated, and their nucleophilicity was determined and compared with that of other hydride donors.
Original language | English |
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Pages (from-to) | 14508-14512 |
Number of pages | 5 |
Journal | Angewandte Chemie - International Edition |
Volume | 54 |
Issue number | 48 |
DOIs | |
Publication status | Published - 23 Nov 2015 |
Externally published | Yes |
Keywords
- frustrated Lewis pairs
- hydride donors
- kinetics
- nucleophilicity
- reaction mechanisms
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CCDC 1413311: Experimental Crystal Structure Determination
Berionni, G. (Contributor), Mayer, P. (Contributor) & Morozova, V. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2016
DOI: 10.5517/cc1jfnp9, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc1jfnp9&sid=DataCite
Dataset
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CCDC 1413312: Experimental Crystal Structure Determination
Berionni, G. (Contributor), Mayer, P. (Contributor) & Morozova, V. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2016
DOI: 10.5517/cc1jfnqb, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc1jfnqb&sid=DataCite
Dataset
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CCDC 1413310: Experimental Crystal Structure Determination
Berionni, G. (Contributor), Mayer, P. (Contributor) & Morozova, V. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2016
DOI: 10.5517/cc1jfnn8, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc1jfnn8&sid=DataCite
Dataset