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Abstract:

13C NMR spectroscopy and isotopic exchange in carbonylation intermediates have been successfully employed to characterize aggregation of lithium dialkylamides in THF solution. It is shown that lithium (3-oxapentamethylene)amide forms a 1:1 mixed aggregate with morpholine. The aggregate remains even in diluted THF solution. Lithium pentamethyleneamide also forms aggregates with piperidine while the less acidic amines do not form mixed aggregates with the corresponding lithium dialkylamide either in the solid state or in THF solution. The product composition in the carbonylation reaction of lithium dialkylamides is highly dependent on their aggregation states, and this phenomenon can be successfully used for synthetic purposes. © 1993, American Chemical Society. All rights reserved.

Registro:

Documento: Artículo
Título:Aggregation Studies of Lithium Diahlkylamides. The Role of Aggregates in the Carbonylation Reaction
Autor:Nudelman, N.S.; Lewkowicz, E.; Furlong, J.J.P.
Filiación:Depto. Quimica Organica, Facultad de Ciencias Exactas, Universidad de Buenos Aires, Pab. II, P. 3, Ciudad Universitaria, 1428 Buenos Aires, Argentina
Año:1993
Volumen:58
Número:7
Página de inicio:1847
Página de fin:1852
DOI: http://dx.doi.org/10.1021/jo00059a042
Título revista:Journal of Organic Chemistry
Título revista abreviado:J. Org. Chem.
ISSN:00223263
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223263_v58_n7_p1847_Nudelman

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Citas:

---------- APA ----------
Nudelman, N.S., Lewkowicz, E. & Furlong, J.J.P. (1993) . Aggregation Studies of Lithium Diahlkylamides. The Role of Aggregates in the Carbonylation Reaction. Journal of Organic Chemistry, 58(7), 1847-1852.
http://dx.doi.org/10.1021/jo00059a042
---------- CHICAGO ----------
Nudelman, N.S., Lewkowicz, E., Furlong, J.J.P. "Aggregation Studies of Lithium Diahlkylamides. The Role of Aggregates in the Carbonylation Reaction" . Journal of Organic Chemistry 58, no. 7 (1993) : 1847-1852.
http://dx.doi.org/10.1021/jo00059a042
---------- MLA ----------
Nudelman, N.S., Lewkowicz, E., Furlong, J.J.P. "Aggregation Studies of Lithium Diahlkylamides. The Role of Aggregates in the Carbonylation Reaction" . Journal of Organic Chemistry, vol. 58, no. 7, 1993, pp. 1847-1852.
http://dx.doi.org/10.1021/jo00059a042
---------- VANCOUVER ----------
Nudelman, N.S., Lewkowicz, E., Furlong, J.J.P. Aggregation Studies of Lithium Diahlkylamides. The Role of Aggregates in the Carbonylation Reaction. J. Org. Chem. 1993;58(7):1847-1852.
http://dx.doi.org/10.1021/jo00059a042