**Author details**

Paola R. Campodónico Facultad de Medicina, Centro de Química Médica, Clínica Alemana Universidad del Desarrollo, Santiago, Chile

\*Address all correspondence to: pcampodonico@udd.cl

© 2019 The Author(s). Licensee IntechOpen. This chapter is distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/ by/3.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

**239**

*Solvent Effect on a Model of SNAr Reaction in Conventional and Non-Conventional Solvents*

Society, Perkin Transactions. 1987;**2**:951.

[8] Swager TM, Wang P. A negotiation between different nucleophiles in SNAr reactions. Synfacts. 2017;**13**:0148-0148

[9] Park S, Lee S. Effects of ion and protic solvent on nucleophilic aromatic substitution (SNAr) reactions. Bulletin of the Korean Chemical Society.

Campodonico PR, Noto R. Ionic liquid binary mixtures: How different factors contribute to determine their effect on the reactivity. RSC Advances.

[11] D'Anna F, Frenna V, Noto R, Pace V, Spinelli D. Study of aromatic nucleophilic substitution with amines on nitrothiophenes in roomtemperature ionic liquids: Are the different effects on the behavior of para-like and ortho-like isomers on going from conventional solvents to room-temperature ionic liquids related to solvation effects? [Internet]. The Journal of Organic Chemistry. 2006;**71**:5144-5150. DOI: 10.1021/

[12] Gazitúa M, Tapia RA, Contreras R, Campodónico PR. Mechanistic pathways of aromatic nucleophilic substitution in conventional solvents and ionic liquids. New Journal of Chemistry.

[13] Bunnett JF, Zahler RE. Aromatic nucleophilic substitution reactions [Internet]. Chemical Reviews. 1951;**49**:273-412. DOI: 10.1021/

[14] Choi JH, Lee BC, Lee HW, Lee I. Competitive reaction pathways in the nucleophilic substitution reactions of aryl benzenesulfonates

2010;**31**:2571-2573

2016;**6**:90165-90171

jo060435q

2014;**38**:2611-2618

cr60153a002

[10] Marullo S, D'Anna F,

DOI: 10.1039/p29870000951

*DOI: http://dx.doi.org/10.5772/intechopen.89838*

Contreras R, Campodónico PR. Changes

[1] Alarcón-Espósito J, Tapia RA,

in the SNAr reaction mechanism brought about by preferential solvation [Internet]. RSC Advances. 2015;**5**:99322-

99328. DOI: 10.1039/c5ra20779g

[2] Newington I, Perez-Arlandis JM, Welton T. Ionic li-quids as designer solvents for nucleophilic aromatic substitutions. Organic Letters.

[3] D'Anna F, Marullo S, Noto R. Aryl azides formation under mild conditions: A kinetic study in some ionic liquid solutions. The Journal of Organic Chemistry. 2010;**75**:767-771

[4] Alarcón-Espósito J, Contreras R, Tapia RA, Campodónico PR. Gutmann's donor numbers correctly assess the effect of the solvent on the kinetics of SN Ar reactions in ionic liquids. Chemistry. 2016;**22**:13347-13351

Campodónico PR, Contreras R. Hydrogen bond contribution to preferential solvation in SNAr reactions. The Journal of Physical Chemistry. B.

[6] Um I-H, Min S-W, Dust JM. Choice of solvent (MeCN vs H2O) decides rate-limiting step in SNAr aminolysis of 1-fluoro-2,4-dinitrobenzene with secondary amines: Importance of Brønsted-type analysis in acetonitrile [Internet]. The Journal of Organic Chemistry. 2007;**72**:8797-8803. DOI:

[7] Nudelman NS, Mancini PME, Martinez RD, Vottero LR. Solvents effects on aromatic nucleophilic substitutions. Part 5. Kinetics of the reactions of 1-fluoro-2,4-dinitrobenzene with piperidine in aprotic solvents [Internet]. Journal of the Chemical

[5] Ormazabal-Toledo R, Santos JG, Ríos P, Castro EA,

2013;**117**:5908-5915

10.1021/jo701549h

**References**

2007;**9**:5247-5250

*Solvent Effect on a Model of SNAr Reaction in Conventional and Non-Conventional Solvents DOI: http://dx.doi.org/10.5772/intechopen.89838*
