Reactions of lithium with benzaldehyde in solution

Mostrar otras versiones (1)

Benzaldehyde in THF reacts with lithium metal to give the expected reduction product, benzyl alcohol, plus benzoin and benzyl as minor products. The kinetics of the overall reaction as well as the partial rate coefficients of the several steps have been determined under various reaction conditions....

Descripción completa

Guardado en:
Detalles Bibliográficos
Autor principal: Nudelman, N.S
Otros Autores: Mendiara, S.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: John Wiley and Sons Ltd 1997
Acceso en línea:Registro en Scopus
DOI
Handle
Registro en la Biblioteca Digital
Aporte de:Registro referencial: Solicitar el recurso aquí
Biblioteca Central Dr. Luis F. Leloir (FCEN) de Universidad de Buenos Aires
LEADER 06942caa a22009017a 4500
001 PAPER-3286
003 AR-BaUEN
005 20230518203245.0
008 190411s1997 xx ||||fo|||| 00| 0 eng|d
024 7 |2 scopus  |a 2-s2.0-0012100333 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
030 |a JPOCE 
100 1 |a Nudelman, N.S. 
245 1 0 |a Reactions of lithium with benzaldehyde in solution 
260 |b John Wiley and Sons Ltd  |c 1997 
270 1 0 |m Nudelman, N.S.; Departamento de Quimica Organica, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina 
506 |2 openaire  |e Política editorial 
504 |a Eberson, L., (1992) New J. Chem., 16, p. 151 
504 |a Eberson, L., (1987) Electron Transfer Reactions in Organic Chemistry, , Springer, Berlin 
504 |a Fox, M.A., (1992) Chem. Rev., 92, p. 365 
504 |a Fox, M.A., Chanon, M., (1988) Photoinduced Electron Transfer, , Elsevier, Amsterdam 
504 |a Saveant, J.M., (1992) New J. Chem., 16, p. 131 
504 |a Bolton, J.R., Mataga, N., McLendon, G., (1991) Electron Transfer in Inorganic, Organic, and Biologial Systems, Advances in Chemistry Series, 228. , American Chemical Society, Washington, DC 
504 |a Furstner, A., Csuk, R., Rohre, C., Weidmann, H., (1988) J. Chem. Soc., Perkin Trans, 1, p. 1729 
504 |a March, J., (1992) Advanced Organic Chemistry, 4th Ed., , Chapt. 19, Wiley, New York 
504 |a Holton, D.M., Edwards, P.P., Johnson, D.C., Page, C.J., McFarlane, W., Wood, B., (1987) J. Am. Chem. Soc., 109, p. 6499 
504 |a Garst, J.F., Swift, B.L., Smith, D.W., (1989) J. Am. Chem. Soc., 111, p. 241 
504 |a Wittcoff, H.A., Reuben, B.G., (1992) Industrial Organic Chemicals Perspective. Part I: Raw Materials and Manufacture, , Wiley, New York 
504 |a Liu, Z.T., Zhang, B.J., (1994) J. Mol. Catal., 94, p. 255 
504 |a Nudelman, N.S., (1989) The Chemistry of Double Bonded Functional Groups, , edited by S. Patai and Z. Rappoport, chap. 29. Wiley, Chichester 
504 |a Nudelman, N.S., Doctorovich, F., (1994) Tetrahedron, 50, p. 4651 
504 |a Ingold, K., Neville, A., Brown, C., Rayner, D., Lusztyk, J., (1991) J. Am. Chem. Soc., 113, p. 1869 
504 |a Nudelman, N.S., Lewkowicz, E.S., Furlong, J.P.J., (1993) J. Org. Chem., 58, p. 1847 
504 |a Nudelman, N.S., Lewkowicz, E.S., Perez, D.G., (1990) Synthesis, p. 917 
504 |a Perez, D.G., Nudelman, N.S., (1988) J. Org. Chem., 53, p. 408 
504 |a Masnovi, J., Maticic, J., (1988) J. Am. Chem. Soc., 110, p. 5189 
504 |a Atherton, S.J., (1984) J. Phys. Chem., 88, p. 2840 
504 |a Saito, Y., Ikehira, H., Kasatani, R., Watanabe, M., Matsuura, T., (1986) J. Am. Chem. Soc., 108, p. 5190 
504 |a Masnovi, J.M., Samsel, E.G., Bullok, R.M., (1989) J. Chem. Soc., Chem. Commun., p. 1044 
504 |a Ashby, E.C., Park, B., Patil, G.S., Gurumurthy, R., (1993) J. Org. Chem., 58, p. 424 
504 |a Scott, L.T., Carlin, K.J., Schulz, T.H., (1978) Tetrahedron Lett., p. 4637 
504 |a Doctorovich, F., Nudelman, N.S., (1990) Magn. Reson Chem., 28, p. 576 
504 |a Nudelman, N.S., Doctorovich, F., Amorin, G., (1990) Tetrahedron Lett., 31, p. 2533 
504 |a Kowalski, C., Creary, C., Rollin, A.J., Burke, M.C., (1978) J. Org. Chem., 43, p. 3101 
504 |a Newcomb, M., Burchill, M.T., (1984) J. Am. Chem.Soc., 106, p. 2450 
504 |a Newcomb, M., Burchill, M.T., Deeb, T.M., (1988) J. Am. Chem. Soc., 110, p. 6528 
504 |a Garst, J.F., Swift, B.L., Smith, D.W., (1989) J. Am. Chem. Soc., 111, p. 234 
504 |a Barber, J.J., Whitesides, G.M., (1980) J. Am. Chem. Soc., 102, p. 239 
504 |a Nudelman, N.S., Doctorovich, F., (1984) J. Chem. Soc., Perkin Trans. 2, p. 1233 
504 |a Rice, S.A., (1985) Comprehensive Chemical Kinetics, 25. , edited by C. H. Bamford, C. H. Tipper and R. G. Compton, Elsevier, Amsterdam 
504 |a Nuzzo, R.G., Dubois, L.H., (1986) J. Am. Chem. Soc., 108, p. 2881 
504 |a Garst, J.F., Deutch, J.M., Whitesides, G.M., (1986) J. Am. Chem. Soc., 108, p. 2490 
504 |a Bard, A.J., Faulkner, L.R., (1980) Electrochemical Methods, p. 514. , Wiley, New York 
504 |a Vitale, A.A., Doctorovich, F., Nudelman, N.S., (1980) J. Organomet. Chem., 332, p. 9 
504 |a Nudelman, N.S., Vitale, A.A., (1981) J. Org. Chem., 46, p. 4625 
504 |a Nudelman, N.S., Vitale, A.A., (1983) J. Organomet. Chem., 241, p. 143 
504 |a Nudelman, N.S., Outumuro, P., (1982) J. Org. Chem., 42, p. 4347 
504 |a Shriver, D.F., (1989) The Manipulation of Air Sensitive Compounds, , Wiley, New York 
520 3 |a Benzaldehyde in THF reacts with lithium metal to give the expected reduction product, benzyl alcohol, plus benzoin and benzyl as minor products. The kinetics of the overall reaction as well as the partial rate coefficients of the several steps have been determined under various reaction conditions. It was found that adsorption on the surface and electron transfer from the lithium to benzaldehyde are the slow steps. The experimental results show interesting surface effects, and evidence for significant radical intermediates, which were characterized by their epr spectra and trapping experiments, results useful to gain insight into the mechanisms of these and other related reactions. © 1997 by John Wiley & Sons, Ltd.  |l eng 
593 |a Departamento de Quimica Organica, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina 
593 |a Departamento de Quimica, Facultad de Ciencias Exactas, Universidad de Mar del Plata, Mar del Plata, Argentina 
690 1 0 |a BENZOYL RADICAL 
690 1 0 |a COUPLING OF RADICALS 
690 1 0 |a ELECTRON TRANSFER 
690 1 0 |a RADICAL ANIONS 
690 1 0 |a REACTIONS IN THE DOUBLE LAYER 
690 1 0 |a SURFACE CATALYSIS 
690 1 0 |a SURFACE EFFECTS 
700 1 |a Mendiara, S. 
773 0 |d John Wiley and Sons Ltd, 1997  |g v. 10  |h pp. 233-241  |k n. 4  |p J Phys Org Chem  |x 08943230  |w (AR-BaUEN)CENRE-576  |t Journal of Physical Organic Chemistry 
856 4 1 |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-0012100333&doi=10.1002%2f%28SICI%291099-1395%28199704%2910%3a4%3c233%3a%3aAID-POC899%3e3.0.CO%3b2-Z&partnerID=40&md5=e3d3d89d24d8b61157dd479dd278cfe5  |y Registro en Scopus 
856 4 0 |u https://doi.org/10.1002/(SICI)1099-1395(199704)10:4<233::AID-POC899>3.0.CO;2-Z  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_08943230_v10_n4_p233_Nudelman  |y Handle 
856 4 0 |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_08943230_v10_n4_p233_Nudelman  |y Registro en la Biblioteca Digital 
961 |a paper_08943230_v10_n4_p233_Nudelman  |b paper  |c PE 
962 |a info:eu-repo/semantics/article  |a info:ar-repo/semantics/artículo  |b info:eu-repo/semantics/publishedVersion 
963 |a VARI 
999 |c 64239 

Ejemplares similares