Lithium Diisopropylamide: Oligomer Structures at Low Ligand Concentrations
- 21 December 2000
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 123 (2), 199-202
- https://doi.org/10.1021/ja003104i
Abstract
One- and two-dimensional 6Li and 15N NMR spectroscopic studies of lithium diisopropylamide (LDA) solvated by substoichiometric concentrations of oxetane, THF, Et2O, and diisopropylamine are described. Partially solvated dimers and trimers are identified. Possible benefits of carrying out organolithium chemistry at low ligand concentrations are discussed.Keywords
This publication has 21 references indexed in Scilit:
- Lithium Hexamethyldisilazide: A View of Lithium Ion Solvation through a Glass-Bottom BoatAccounts of Chemical Research, 1999
- NMR Spectroscopic Studies of Lithium Diethylamide: Insights into Ring LadderingJournal of the American Chemical Society, 1999
- Ortho-metalation of p-chloroanisole: A media studyTetrahedron Letters, 1999
- Rate of deprotonation of a simple ketone by lithium diisopropylamideTetrahedron Letters, 1998
- Lithium 2,2,6,6-Tetramethylpiperidide and Lithium 2,2,4,6,6-Pentamethylpiperidide: Influence of TMEDA and Related Chelating Ligands on the Solution Structures. Characterization of Higher Cyclic Oligomers, Cyclic Dimers, Open Dimers, and MonomersThe Journal of Organic Chemistry, 1997
- Solvation of Lithium Hexamethyldisilazide by N,N-Dimethylethylenediamine: Effects of Chelation on Competitive Solvation and Mixed AggregationJournal of the American Chemical Society, 1996
- Lithium Ion Solvation: Amine and Unsaturated Hydrocarbon Solvates of Lithium Hexamethyldisilazide (LiHMDS)Journal of the American Chemical Society, 1996
- A Multinuclear NMR Study of a Chiral Lithium Amide with an Intramolecular Chelating Methoxy Group in Coordinating Solvents at the Slow Ligand Exchange LimitThe Journal of Organic Chemistry, 1995
- Ethereal Solvation of Lithium Hexamethyldisilazide: Unexpected Relationships of Solvation Number, Solvation Energy, and Aggregation StateJournal of the American Chemical Society, 1995
- Structure and reactivity of lithium diisopropylamide (LDA) in hydrocarbon solutions. Formation of unsolvated ketone, ester, and carboxamide enolatesThe Journal of Organic Chemistry, 1991