| dc.contributor.author | Moran, Erik John | |
| dc.description.abstract | Amines are valuable targets for synthesis in contexts of both research and industrial applications. This work proposes two atom-economical methods—hydroamination (HAM) and hydroimination (HIM)—as C-N bond formation strategies. A nickel-(N-heterocyclic carbene) catalyst system was developed to carry out HAM of internal, unactivated alkynes with aryl amines and cyclic secondary amines. It was demonstrated that the Ni-NHC catalyst was capable of promoting both HAM at room temperature and transfer hydrogenation to produce α-branched aryl amines. These two procedures were performed by the same catalyst to demonstrate an elegant 1-pot, multi-transformation protocol. Separately, optimization of a Rh-HIM catalyst system for the combination of monosubstituted allenes and aromatic N-H-ketimine was carried out to favor high conversion of substrates to the linear HIM product rather than [3+2] annulation. Both HAM and HIM C-N bond formation methods were found to be successful and capable of good conversion and selectivity for their respective products. | en_US |
| dc.publisher | North Dakota State University | en_US |
| dc.rights | NDSU Policy 190.6.2 | |
| dc.title | Novel Synthetic Routes to Complex Amines: the Catalytic Hydroamination of Alkynes and Hydroimination of Allenes | en_US |
| dc.type | Thesis | en_US |
| dc.date.accessioned | 2018-04-24T19:06:29Z | |
| dc.date.available | 2018-04-24T19:06:29Z | |
| dc.date.issued | 2016 | en_US |
| dc.identifier.uri | https://hdl.handle.net/10365/28036 | |
| dc.description.sponsorship | NSF (CHE-1301409 to R.M.) and ND-EPSCoR (RII-1330840) | en_US |
| dc.rights.uri | https://www.ndsu.edu/fileadmin/policy/190.pdf | |
| ndsu.degree | Master of Science (MS) | en_US |
| ndsu.college | Science and Mathematics | en_US |
| ndsu.department | Chemistry and Biochemistry | en_US |
| ndsu.advisor | Zhao, Pinjing | |
