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|
|School Location:||United States -- Arizona|
|Source:||MAI 48/05M, Masters Abstracts International|
|Keywords:||Aromatic, FrustratedLlewis pairs, Lewis acids, Lewis base, Quinolines|
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