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Structural studies of {Li} 2-lithiopyrrolidines using NMR spectroscopy |
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| Authors: | Robert E. Gawley Rosalyn Klein Neil J. Ashweek |
| Affiliation: | a Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, AR, 72701, USA b Department of Chemistry, University of Miami, Coral Gables, FL 33124, USA c Department of Chemistry, University of Exeter, Stocker Road, Exeter EX4 4QD, UK d Department of Chemistry, University of Sheffield, Sheffield S3 7HF, UK |
| Abstract: | A selection of N-substituted 2-lithiopyrrolidines were prepared and their structures were investigated by 6Li and 13C NMR spectroscopy. Evidence is presented for aggregation and dynamic solvation effects, depending on the nature of the N-substituent and substituents on the pyrrolidine ring. Studies were performed with N-Boc (coordinating carbonyl group), N-methoxyethyl (coordinating methoxy group) and N-alkyl (no coordinating group) heterocycles to represent three different classes of organolithiums: dipole-stabilized, unstabilized and chelated, and unstabilized. |
| Keywords: | Organolithium Lithiation Tin-lithium exchange Lithiopyrrolidine NMR spectroscopy |
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