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A series of new “frustrated Lewis pairs” (FLPs), including chiral versions, with a predefined spatial relationship between the basic and acidic centers is proposed. Several synthetic protocols toward the targets were investigated: through an aryllithium – haloborane coupling; using organotin reagents and a chiral diazaborolidine; and through organoboranes RBH2 as the boron component. Further development of the project is discussed in light of the discovered data.
The intermolecular system consisting of 8-bromo-2-methylquinoline and (C6F5)3B was shown to exist in the form of an FLP. This FLP is not capable of heterolytic H-H bond cleavage with formation of an isolable adduct either at 1 atm or at 4 atm of H2.
| Advisor: | Christie, Hamish S. |
| Commitee: | Glass, Richard S., Hulme, Christopher |
| School: | The University of Arizona |
| Department: | Chemistry |
| School Location: | United States -- Arizona |
| Source: | MAI 48/05M, Masters Abstracts International |
| Source Type: | DISSERTATION |
| Subjects: | Organic chemistry |
| Keywords: | Aromatic, FrustratedLlewis pairs, Lewis acids, Lewis base, Quinolines |
| Publication Number: | 1476523 |
| ISBN: | 978-1-124-01008-3 |
