The ‘dimer mechanism’ in aromatic nucleophilic substitution by amines in aprotic solvents
The mechanism of aromatic nucleophilic substitutions by amines in protic solvents is well established; on the contrary the mechanism/s of the reactions in aprotic solvents is/are still subject of controversy. The present paper describes several systems for which fourth‐order kinetics (third‐order in...
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1989
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| LEADER | 06682caa a22007217a 4500 | ||
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| 001 | PAPER-11990 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230607131858.0 | ||
| 008 | 190411s1989 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-84986959317 | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 100 | 1 | |a Nudelman, N.S. | |
| 245 | 1 | 4 | |a The ‘dimer mechanism’ in aromatic nucleophilic substitution by amines in aprotic solvents |
| 260 | |c 1989 | ||
| 270 | 1 | 0 | |m Nudelman, N.S.; Depto. Química Orgánica, Facultad de Ciencias Exactas y Naturales Universidad de Buenos Aires, P. 3, Cdad. Universitaria, Buenos Aires, 1428, Argentina |
| 506 | |2 openaire |e Política editorial | ||
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| 504 | |a Frenna, V., (1983), p. 1203. , J. Chem. Soc., Perkin Trans. 2; Nudelman, N.S., Cerdeira, S., ; Palleros, D., Nudelman, N.S., (1983) Acta Sud Am. Quim., 3, p. 49 | ||
| 520 | 3 | |a The mechanism of aromatic nucleophilic substitutions by amines in protic solvents is well established; on the contrary the mechanism/s of the reactions in aprotic solvents is/are still subject of controversy. The present paper describes several systems for which fourth‐order kinetics (third‐order in amine) were observed. A mechanism is proposed to account for this as well as other observation such as: overall negative energies of activation, quadratic dependence of kA with non‐nucleophilic tertiary bases, spectacular effects of hydrogen‐bond donor (HBD) and hydrogen‐bond acceptor (HBA) catalysts, etc. Other alternative mechanisms are also discussed. Copyright © 1989 John Wiley & Sons Ltd. |l eng | |
| 593 | |a Depto. Química Orgánica, Facultad de Ciencias Exactas y Naturales Universidad de Buenos Aires, P. 3, Cdad. Universitaria, Buenos Aires, 1428, Argentina | ||
| 773 | 0 | |d 1989 |g v. 2 |h pp. 1-14 |k n. 1 |p J Phys Org Chem |x 08943230 |w (AR-BaUEN)CENRE-576 |t Journal of Physical Organic Chemistry | |
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| 856 | 4 | 0 | |u https://doi.org/10.1002/poc.610020102 |y DOI |
| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_08943230_v2_n1_p1_Nudelman |y Handle |
| 856 | 4 | 0 | |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_08943230_v2_n1_p1_Nudelman |y Registro en la Biblioteca Digital |
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