Abstract
New N-alkyl-3,5-pyrazole derived ligands were synthesized by reaction between 3,5-pyrazole derived ligands and the appropriate haloalkane in toluene or THF using NaOEt or NaH as base. When the precursor ligand bears a pyridyl substituent the alkylation reaction presents a large regioselectivity. Theoretical calculations have been carried out to rationalize the experimental observations. It has been shown that regioselectivity is governed by the formation of Na+-pyrazolide chelate complexes. © 2005 Elsevier Ltd. All rights reserved.
Original language | English |
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Pages (from-to) | 12377-12385 |
Journal | Tetrahedron |
Volume | 61 |
Issue number | 52 |
DOIs | |
Publication status | Published - 26 Dec 2005 |
Keywords
- N-alkyl-3,5-pyrazole derived ligands
- N-alkylation
- Regioisomers