Lithium Amide Protected against Hydrolysis by Aggregated Lithium Halides:An MS plus DFT Investigation

被引:11
|
作者
Gimbert, Yves [1 ]
Lesage, Denis [2 ,3 ]
Fressigne, Catherine [4 ,5 ]
Maddaluno, Jacques [4 ,5 ]
机构
[1] Univ Grenoble Alpes DCM, UMR CNRS UGA 5250, BP 53, F-38041 Grenoble 9, France
[2] UPMC Univ Paris 06, Sorbonne Univ, F-75005 Paris, France
[3] CNRS, IPCM, UMR 8232, F-75005 Paris, France
[4] Normandie Univ, CNRS, UNIROUEN, INSA Rouen,Lab COBRA,UMR 6014, F-76000 Rouen, France
[5] Normandie Univ, CNRS, UNIROUEN, INSA Rouen,Lab COBRA,FR 3038, F-76000 Rouen, France
来源
JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 15期
关键词
GAS-PHASE; AMMONIA EQUIVALENTS; CONJUGATE ADDITION; TERT-BUTYLLITHIUM; NMR; REACTIVITY; MEDIA; LICL;
D O I
10.1021/acs.joc.7b01419
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Supported by mass spectrometry experiments, DFT computations indicate that the lithium amide of a 3-aminopyrrolidine (lithium benzhydryl(1-benzylpyrrolidin-3-yl)amide, 1-Li) is protected, up to a certain limit, against hydrolysis when it is aggregated with a strongly polar partner such as LiCl, LiBr, or MeLi.
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页码:8141 / 8147
页数:7
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