Regioselective formation of N-alkyl-3,5-pyrazole derived ligands.: A synthetic and computational study

被引：21
作者：
Montoya, V
Pons, J [1 ]
Branchadell, V
Ros, J
机构：
[1] Univ Autonoma Barcelona, Dept Quim, Unitat Quim Inorgan, E-08193 Barcelona, Spain
[2] Univ Autonoma Barcelona, Dept Quim, Unitat Quim Fis, E-08193 Barcelona, Spain
来源：
TETRAHEDRON | 2005年 / 61卷 / 52期
关键词：
N-alkyl-3,5-pyrazole derived ligands; N-alkylation; regioisomers;
D O I：
10.1016/j.tet.2005.09.085
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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. (c) 2005 Elsevier Ltd. All rights reserved.
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收藏
页码：12377 / 12385
页数：9
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