Abstract:
A 13C NMR method was developed for quantitative determination of radical anions in relatively high concentration and applied to the reaction of phenyllithium with carbon monoxide where those species were detected. © 1990.
Registro:
Documento: |
Artículo
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Título: | Spectroscopic determination of radical anions in the reaction of phenyllithium with carbon monoxide |
Autor: | Nudelman, N.S.; Doctorovich, F.; Amorin, G. |
Filiación: | Depto. Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pab. II, P. 3, Ciudad Universitaria, 1428 Buenos Aires, Argentina
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Palabras clave: | carbon monoxide; lithium; article; chemical structure; nonhuman; nuclear magnetic resonance; priority journal; reaction analysis |
Año: | 1990
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Volumen: | 31
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Número: | 18
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Página de inicio: | 2533
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Página de fin: | 2536
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DOI: |
http://dx.doi.org/10.1016/0040-4039(90)80118-6 |
Título revista: | Tetrahedron Letters
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Título revista abreviado: | Tetrahedron Lett.
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ISSN: | 00404039
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CODEN: | TELEA
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404039_v31_n18_p2533_Nudelman |
Referencias:
- Vitale, Doctorovich, Nudelman, (1987) J. Organometal. Chem., 332, p. 9
- Nudelman, Vitale, (1983) J. Organometal. Chem., 241, p. 143
- Nudelman, Vitale, (1981) J. Org. Chem., 46, p. 4625
- Nudelman, Outumuro, (1982) J. Org. Chem., 47, p. 4347
- Seyferth, Weinstein, Wang, Hui, Archer, Direct Nucleophilic Acylation with Acyllithium Reagents: Acyl Anion Synthons Unmasked (1984) Israel Journal of Chemistry, 24, p. 167. , and references therein
- Perez, Nudelman, Carbon-carbon bond formation through the carbonylation of lithium dialkylamides. One-pot synthesis of N-alkyl-substituted formamides, glyoxylamides, and hydroxymalonamides (1988) The Journal of Organic Chemistry, 53, p. 408
- Nudelman, Perez, (1983) J. Org. Chem., 48, p. 133
- Trzupek, Newirth, Kelly, Nudelman, Whitesides, (1973) J. Am. Chem. Soc., 95, p. 8118
- Ashby, Coleman, Evidence for single electron transfer in the reactions of lithium dimethylcuprate with alkyl halides (1987) The Journal of Organic Chemistry, 109, p. 4554
- Yamataka, Fujimura, Kawafuji, Hanafusa, (1987) J. Am. Chem. Soc., 109, p. 4305
- Alnajjar, Huivila, (1985) J. Am. Chem. Soc., 107, p. 416
- Ashby, Argyropoulos, (1986) J. Org. Chem., 51, p. 472
- Maruyama, Katagiri, Mechanism of the Grignard reaction (1989) Journal of Physical Organic Chemistry, 2, p. 205
- Maruyama, Katagiri, Structure of radical intermediates appearing in the grignard reaction of monoketones (1988) Journal of Physical Organic Chemistry, 1, p. 21
- Ashby, (1988) Acc. Chem. Res., 21, p. 414
- Ashby, Pham, (1987) J. Org. Chem., 52, p. 1291
- Newcomb, Curran, (1988) Acc. Chem. Res., 21, p. 206
- Newcomb, Sanchez, Kaplan, (1987) J. Am. Chem. Soc., 109, p. 1195
- Doctorovich, F.; Nudelman, N. S. Mag. Res. Chem., submitted; Nudelman, Vitale, A CONVENIENT PREPARATION OF α,α-DIPHENYLACETOPHENONE (1981) Organic Preparations and Procedures International, 13, p. 44
- Nudelman, Doctorovich, (1989) Proc. VI Argentine Symposium in Org. Chem.
- Although phenyllithium is written as a monomer, aggregation of the reagent in the solvents used is well stablished. See for instance ref. 18. See also ref. 19; Nudelmam, Carbonylation of Main-Group Organometallic Compounds (1989) The Chemistry of Functional Groups, pp. 799-962. , S. Patai, Z. Rappoport, Wiley, and references therein
- The proposed Scheme does not preclude other possible pathways to products
Citas:
---------- APA ----------
Nudelman, N.S., Doctorovich, F. & Amorin, G.
(1990)
. Spectroscopic determination of radical anions in the reaction of phenyllithium with carbon monoxide. Tetrahedron Letters, 31(18), 2533-2536.
http://dx.doi.org/10.1016/0040-4039(90)80118-6---------- CHICAGO ----------
Nudelman, N.S., Doctorovich, F., Amorin, G.
"Spectroscopic determination of radical anions in the reaction of phenyllithium with carbon monoxide"
. Tetrahedron Letters 31, no. 18
(1990) : 2533-2536.
http://dx.doi.org/10.1016/0040-4039(90)80118-6---------- MLA ----------
Nudelman, N.S., Doctorovich, F., Amorin, G.
"Spectroscopic determination of radical anions in the reaction of phenyllithium with carbon monoxide"
. Tetrahedron Letters, vol. 31, no. 18, 1990, pp. 2533-2536.
http://dx.doi.org/10.1016/0040-4039(90)80118-6---------- VANCOUVER ----------
Nudelman, N.S., Doctorovich, F., Amorin, G. Spectroscopic determination of radical anions in the reaction of phenyllithium with carbon monoxide. Tetrahedron Lett. 1990;31(18):2533-2536.
http://dx.doi.org/10.1016/0040-4039(90)80118-6