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Hydrogen Chemistry of N-Heterocyclic Carbene-Borenium Ions
| Content Provider | Semantic Scholar |
|---|---|
| Author | Farrell, Jeffrey M. |
| Copyright Year | 2014 |
| Abstract | N-heterocyclic carbene (NHC) borenium ions were synthesized and shown to effect metal-free frustrated Lewis pair (FLP) hydrogen activation and hydrogenation catalysis. Synthetically facile design modifications were made to these catalysts in order to explore structural effects on catalyst activity and enantioselectivity. The racemization of enantiopure amines by the Lewis acid B(C6F5)3 was observed through rapid α-hydride abstraction and delivery. This process was demonstrated as the basis for B(C6F5)3 catalyzed transfer hydrogenation of unsaturated Ncontaining substrates. Cationic borylation reactivity of an NHC-borenium ion led to the development of a protocol for the synthesis of a planar NHC-diarylborenium ion. As well, a cationic diboryl-N-heterocycle was synthesized and assessed for catalytic hydrogenation. |
| File Format | PDF HTM / HTML |
| Alternate Webpage(s) | https://tspace.library.utoronto.ca/bitstream/1807/68282/1/Farrell_Jeffrey_M_201411_PhD_thesis.pdf |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
