Información general

Pavez G., Paulina
Subdirectora de Investigación
Profesor Asociado

Doctor en Química
Pontificia Universidad Católica de Chile, 2003

Perfil en ORCID

Líneas de Investigación

Áreas o líneas de investigación:
- Cinética y Mecanismo de Reacción de Compuestos Organofosforados.
- Efecto de solvente en reacciones Orgánicas. Solventes Orgánicos y Solventes verdes: (Líquidos Iónicos (LIs) y Solventes de Eutéctico Profundo (DES))
- Líquidos Iónicos (LIs) y Solventes de Eutéctico Profundo (DES) como medio de reacción para la degradación de Pesticidas Organofosforados.
- Hidrólisis ácida para la extracción de nanocelulosa (NC) utilizando LIs y DES como medio de reacción
 

Nuestro grupo de estudio está interesado en el reemplazo de los solventes organicos volatiles como medio de reacción, por los denominados líquidos iónicos (LIs) o solventes derivados de la biomasa. En este contexto, se ha estudiado el efecto de estos solventes en reacciones de sustitución nucleofilica y en reacciones de degradación de pesticidas organofosforados, tales como el Paraoxon, Paratión, Fenitrotión; entre otros.

                    

En este contexto, hemos demostrado que la degradación de Paraoxon procede mediante un mecanismo de reacción muy diferente a cuando la degradación es llevada a cabo en medio acuoso, donde un único ataque nucleofílico es en el átomo de fósforo del Paraoxon. Por el contrario, un mecanismo en tres vías paralelas y una vía consecutiva ( ver figura) es demostrada cuando Paraoxon es degradado en estos nuevos medios de reacción (LIs o biosolventes). Por lo tanto, la reacción de degradación del pesticida, ocurre varios ordenes de magnitud más rápida y con un mecanismos que origina productos menos toxicos.

                                         

Docencia

QIM115    Química-Física II
QIF150     Químico-Fisica 
QPG3101 Físico Química Avanzada

Proyectos

2019 - 2020: 
 “Green Solvent Design to obtain nanocellulose”. Co-Investigator,  Project FONDEF-Idea ID18I10119. 

2017 - 2020:
- “Kinetic study of aza and thio Michael Addition reactions in different task-specific ionic liquids (TSILS). A dual catalytic role of TSILS toward michael addition reactions”. Supervisor de Proyecto, Fondecyt postdoctorado N° 3170237. 
-  “Bio-based ionic liquids and surface-active bio-based ionic liquids as reaction media for degradation of organophosphorated pesticides”. Fondecyt regular N° 1170976.

2016 - 2018: 
“Ionic liquids and bio-based solvents as an eco-efficient approach to degradation of organophosphorate pesticides”. Supervisor de Proyecto Fondecyt postdoctorado N° 3150122.

2013 - 2016: 
“Reactivity of Phosphate Esters Toward N-nuclephiles in Ionic Liquids”. Fondecyt regular N° 113006. 

2010 - 2018:
Investigator Asociado Proyecto “Iniciativa Científico Milenio ICM”. Interdisciplinary Center for Ionic Liquids. ICM-MINECON, RC-130006 – CILIS.

2010 - 2013: 
“Kinetics and Mechanism of Phosphoryl Transfer”.  Fondecyt regular N° 1100640. 

2004 - 2006: 
“Photophysical and photoreactivity studies of photosensitizing drugs and interaction with substrates of biological interest”.   Fondecyt postdoctorado Nº 3040003. 

2000 - 2003: 
“Mechanism of Phenolysis and Benzenethiolysis of carbonyl and Thiocarbonyl Compound”, Fondecyt Nº 2000051.

Publicaciones

Margarita E. Aliaga, Paulina Pavez, Guillermo Quintero, Kevin Droguett, Alvaro Cañete and Jose G. Santos., “Cucurbit[7]uril limits the binding of coumarin bearing alkyl-acetoacetate with mercury and stimulates the desulphurisation reaction of its sulphur analog”,  Supramolecular Chemistry. 2020 on line

Roberto Figueroa Guíñez, José G. Santos, Ricardo A. Tapia, Jackson J. Alcazar, Margarita E. Aliaga* and Paulina Pavez*., “An efficient and eco-friendly method for the thiol-Michael addition in aqueoun solutions using amino acid ionic liquids (AAILs) as organocatalysts.” Pure Appl. Chem., 92, 97-106 (2020).

Mabel Rojas, José G. Santos, Elisa Orth, Roberto Figueroa, Paulina Pavez“The effect of imidazolium salts with amino acids as counterions on the reactivity of 4-nitrophenyl acetate: A kinetic study.” *Journal of Molecular Liquids, 310, 113206-113218 (2020).

Mauricio Oyarzun, Guillermo Oliva, R. Dario Falcone,* and Paulina Pavez*, “Characterization of Anionic Reverse Micelles Formulated on Biobased Solvents as Replacing Conventional Nonpolar Organic Solvents.” ACS Sustainable Chem. Eng. , 8, 5478−5484 (2020). 

Paulina Pavez*, Roberto Figueroa, Mayte Medina, Daniela Millán, R. Darío Falcone and Ricardo A. Tapia., “Choline [Amino Acid] Ionic Liquid/Water Mixtures. A triple effect for the degradation of an organophosphorus pesticide.”  ACS Omega, (2020).

Daniela Millán, Mabel Rojas, Ricardo A. Tapia and Paulina Pavez., “Microwave-assisted nucleophilic degradation of organophosphorus pesticides in propylene carbonate”,  Org. Biomol. Chem.,18, 7868 (2020).

M. Rojas, | Z. Miskolczy, L. Biczók and P. Pavez., “Effect of amino acid addition on the micelle formation of the surface‐active ionic liquid 1‐tetradecyl‐3‐methylimidazolium bromide in aqueous solution.” Journal of Physical Organic Chemistry. 32, 3814-3822 (2019).

D. Millán, R. A. Tapia and P. Pavez., “Efficient Nucleophilic Degradation of an Organophosphorus Pesticide “Diazinon” Mediated by Green Solvents and Microwave Heating.,  Frontiers in Chemistry, 6, 669-680 (2019). 

P. Pavez, J. Honores, D. Millán and M. Isaacs, “UN sustainable development goals: How can sustainable/green chemistry contribute?” Current Opinion in Green and Sustainable Chemistry, 13, 154-157 (2018).

 J. I. Morales, R. Figueroa, M. Rojas, D.  Millán, R. A. Tapia and P.  Pavez, “Dual function of amino acid ionic liquids (Bmim[AA]) on the degradation of the organophosphorus pesticide, Paraoxon®”.  Organic & Biomolecular Chemistry, 16, 7446 - 7453 (2018).

M. E. Aliaga, P. Pavez G, J. R. De la Fuente, O. Núñez, A. Cañete. , “Spectroscopic, photochromic and kinetic behavior of photo conversion of Aberchrome 540™ in an ionic liquid media.” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy,  204 125-130 (2018)

R. Montecinos, M. E. Aliaga, P. Pavez and J. G. Santos, “Experimental and theoretical studies on the nucleofugality ratio in the aminolysis reactions of O-(4-cyanophenyl) O-(3-nitrophenyl)thionocarbonate with amines in aqueous ethanol”. New Journal Chemistry,  41,9954 - 9962 (2017) 

P. Pavez,* D. Millán, J. Morales, M. Rojas, D. Céspedes and J. G. Santos., “Reaction mechanisms in ionic liquids: the kinetics and mechanism of the reaction of OO-diethyl (2,4-dinitrophenyl) phosphate triester with secondary alicyclic amines”.  Organic & Biomolecular Chemistry. 14, 1421 - 1427 (2016).

J. G. Santos, M. E. Aliaga, K. Alarcón, A. Torres, D. Céspedes and P. Pavez, “Reactivity and selectivity of the reaction of OO-diethyl 2,4-dinitrophenyl phosphate and thionophosphate with thiols of low molecular weight”. Organic & Biomolecular Chemistry. 14, 6479-6486 (2016).

P. Pavez, D. Millán, M. Rojas, J. I. Morales, J. G. Santos., “Reaction Mechanism in Ionic Liquids: Kinetics and Mechanism of the Aminolysis of 4-Nitrophenyl Acetate”.  International Journal of Chemical Kinetics. 48, 337-343 (2016).

P. Pavez,* G. Oliva, and D. Millán., “Green Solvents as a Promising Approach to Degradation of Organophosphorate Pesticides”.  ACS Sustainable Chemistry & Engineering. 4, 7023-703 (2016).

O. García-Beltrán, J. G. Santos, S. Fuentealba, P. De la Torre, P. Pavez, N. Mena, M. T. Nuñez, M. E. Aliaga, Mechanism study of the thiol-addition reaction to benzothiazole derivative for sensing endogenous thiols. Tetrahedron Letters. 56, 2437 - 2440 (2015).

E. A. Castro, M. E. Aliaga, M. Gazitúa, P. Pavez and J. G. Santos.*, “Kinetics andmechanismof the aminolysis of bis(4-nitrophenyl) carbonate and O-(4-nitropheny) S-(4-nitrophenyl) thio and dithiocarbonate”. Journal of Physical Organic Chemistry, 27, 265-268 (2014).

E.A. Castro, M.E. Aliaga, M. Gazitúa, P. Pavez and J.G. Santos, Kinetics and mechanism of the aminolysis of bis(4-nitrophenyl) carbonate and 0-(4-nitropheny) S-(4-nitrophenyl) thio and dithiocarbonate, Journal Physical Organic Chemistry, 27 265-268 (2014)

D. Millán, M. Rojas, J.G. Santos, J. Morales, M. Isaacs, C. Díaz and P. Pavez, Toward a pKa Scale of N base Amines in Ionic Liquids, Journal of Physical Chemistry B., 118, 4412-4418. (2014)

O. Garcia-Beltran, B.K. Cassels, C. Perez, N. Mena, M.T. Nuñez, N.P. Martinez, P. Pavez and M.E. Aliaga, Coumarin-Based fluorescent probes for dual recognition of Copper(II) and Iron(III) Ions and their application in Bio-Imaging, Sensors, 14: 1358-1371 (2014)

M.E. Aliaga, W. Tiznado, B.K. Cassels, M.T. Nuñez, D. Millan, E.G. Perez, O. Garcia-Beltran and P. Pavez, Substituent effects on reactivity of 3-cinnamoylcoumarins with thiols of biological interest, RSC Advances, 4: 697-704 (2014)

P. De la Torrea, O. Garcia-Beltran, W. Tiznado, N. Mena, L. Astudillo Saavedra, M. Gutierrez Cabrera, J. Trilleras, P. Pavez, M.E. Aliaga, (E)-2-(Benzo[d]thiazol-2-yl)-3-heteroaylacrylonitriles as efficient Michael acceptors for cysteine: Real Application in biological imaging, Sensors and Actuators B., 193: 391-399 (2014)

P. Pavez, D. Millan, J.I. Morales, E.A. Castro, C. Lopez and J.G. Santos, Mechanism of degradation of paraoxon in different ionic liquids, Journal of Organic Chemistry, 78: 9670-9676 (2013)

R. Aguayo, F. Arias, A. Cañete, C. Zuñiga, E.A. Castro, J.G. Santos, P. Pavez, Dual Nucleophilic substitution Reactions of O,O-Diethyl 2,4-dinitrophenyl phosphate and thionophosphate triesters, International Journal of Chemical Kinetics, 45: 202-211 (2013)

D. Millan, M. Rojas, P. Pavez, M. Isaacs, C. Diaz and J.G. Santos, Influence of the ionic liquid on the rate and the mechanism or reaction of p.nitrophenyl acetate with secondary alicyclic amines, New Journal Chemistry, 37, 3284-3288 (2013)

E.A. Castro, A. Cañete, P.R. Campodonico, M. Cepeda, P. Pavez, R. Contreras, J.G. Santos, Kinetic and theoretical study on nucleofugality in the phenolysis of 3-nitrophenyl and 4-nitrophenyl 4-cyanophenyl thionocarbonates, Chemical Physics Letters, 572, 130-135 (2013)

M. Medeiros, E.S. Orth, A.M. Manfredi, P. Pavez, G.A. Micke, A.J. Kirby, F. Nome, Dephosphorylation reactions of mono-, di- and triesters of 2,4-dinitrophenyl phosphate with deferoxamine and benzohydroxamic acid, J. Org. Chem., 77, 10907-10913 (2012)

O. Garcia-Beltrán, C. González, E.G. Perez, B.K. Cassels, J.G. Santos, D. Millan, N. Mena, P.Pavez, M.E. Aliaga, Nucleophilic reactivity of biothiols toward coumarin-based derivatives containing a chalcone moiety, J. Phys. Org. Chem., 25, 946-952 (2012)

O. Garcia-Beltrán, N. Mena, E.G. Perez, B.K. Cassels, M.T., Nuñez, F. Werlinger, D. Zavala, M.E. Aliaga, P. Pavez, The development of a fluorescence turn-on sensor for cysteine, glutathione and other biothiols. A kinetic study, Tetrahedron Letters, 52, 6606-6609 (2011)

E.A. Castro, D. Ugarte, M.F. Rojas, P. Pavez, J.G. Santos, Nucleophilic Substitution Reactions of diethyl 4-nitrophenyl Phosphate Triester: Kinetics and Mechanism, International Journal of Chemical Kinetics, 43, 708-714 (2011)

C. Bueno, P. Pavez, R. Salazar, MV Encinas, Photophysics and Photochemical Studies of the Vitamin B6 Group and Related Derivatives, Photochemistry and Photobiology, 86, 39 - 46 (2010).

E.A.Castro, M.Cepeda,P.Pavez, J.G.Santos, Phenolysis of Diaryl Thiolcarbonates and Thionocarbonate, J. Phys. Org. Chem., 22, 455 - 459 (2009). 

P.Pavez and M.V. Encinas, Photophysics and Photochemical Studies of 1,4-Dihydropyridine Derivates, Photochemistry and Photobiology, 83, 722-729 (2007)

P.Pavez, B.Herrera, A.Toro-Labbé and M.V. Encinas, Structure and Médium effects on the Photochemical Behavior of Non-Fluorinated Quinolone Antibiotics, Photochemistry and Photobiology., 83, 511-519 (2007)

P.Pavez., M.V.Encinas., A.Toro-Labbé, Photophysics and Photochemical Studies of Nalidixic Acid, Photochemistry and Photobiology, 82, 254-261 (2006)

P.Pavez., B.Herrera., J.G.Santos., E.A.Castro and A.Toro-Labbé, Theoretical Study of the Reactivity of Nucleophilic Reaction. The HSAB Perspectiva, Journal of Molecular Structure: THEOCHEM., 811, 91-96 (2006)

E.A.Castro, P.Pavez, J.G.Santos, Kinetic and Mechanism of the Benzenethiolysis of 2,4-Dinitrophenyl and 2,4,6 Trinitrophenyl Methyl Carbonates and S-(2,4-Dinitrophenyl) and S-(2,4,6 Trinitrophenyl) Ethyl Thiolcarbonates, J. Org. Chem., 68, 3640-3645 (2003)

E.A.Castro, D.Arellano, P.Pavez, J.G.Santos, Kinetic study of the phenolysis of Methyl and Phenyl 2,4-Dinitrophenyl Thionocarbonates and O-Ethyl 2,4-Dinitrophenyl Dithiocarbonate, J. Org. Chem., 68, 6192 - 6196 (2003)

E.A.Castro, P.Pavez, J.G.Santos, Kinetics and Mechanism of the Bencenethiolysis of O-Ethyl S-(2,4-Dinitrophenyl) and O-Ethyl S-(2,4,6-Trinitrophenyl) Dithiocarbonates and O-(2,4-Dinitrophenyl) Thiocarbonate, J. Org. Chem., 68, 9034 - 9039 (2003)

E.A.Castro, P.Pavez, J.G.Santos, Kinetic and Mechanism of the Phenolysis of Asymmetric Diaryl Carbonates, J. Org. Chem., 67, 4494 - 4497 (2002). 

Concerted Mechanism of the Reactions of Methyl S-Aryl Carbonates with Substituted Phenoxide Ions”. E. A. Castro*, P. Pavez, J. G. Santos*. Journal of Organic Chemistry, 66, 3129 - 3132 (2001).

“Kinetic Investigation of the Phenolysis of Phenyl 4-Nitrophenyl and Phenyl 2,4-Dinitrophenyl Carbonates”. E. A. Castro*, M. Angel, P. Pavez, J. G. Santos*. Journal of the Chemical Society, Perkin Trans 2, 2351 - 2354 (2001).

“Concerted Mechanism of the Reactions of Ethyl S-Aryl Thiocarbonates with Substituted Phenoxide Ions”. E. A. Castro; P. Pavez, J. G. Santos*. Journal of Organic Chemistry, 64, 2310 - 2313 (1999). 

Redes

UC:
Mauricio Isaacs. Facultad de Química y de Farmacia, Depto Inorgánica.
Margarita Aliaga.Facultad de Química y de Farmacia, Depto Química Física.
Rodrigo Montecinos. Facultad de Química y de Farmacia, Depto Química Física.
César Sáez Navarrete. Facultad de Ingeniería, Departamento de Ingeniería Química y Bioprocesos.

Otras Redes:
Elisa Orth. Universidade Federal do Paraná, Brasil.
Ruben Darío Falcone. Universidad Nacional de Río Cuarto, Argentina.
Luis García-Rio, Universidad de Santiago de Compostela, España.
Richard Weiss, Georgetown University, U.S.A
Daniela Millán,  Universidad Bernardo O'Higgins, Chile.

Gestión Academica

Jefe de departamento de Química Física (2017-2018).

Extensión y Divulgación

Diversas presentaciones en congresos nacionales e internacionales en modalidad poster y las siguientes charlas en modalidad oral:
- 41º Reuniao Anual Da Sociedade Brasileira De Química.“Women and Research in Chile ” Oral Presentation. Foz Do Iguacu, Brasil (2018). 
- 19º Mid-Atlantic Soft Matter Matter Workshop. “Reactivity in amino acids ionic liquids and in surface-active amino acids ionic liquids”. Johns Hopkins University, U.S.A (2018).
- Ciclo Seminarios, Facultad de Química, Georgetown University (2017). “Biobased solvents, bio-based ionic liquids and surface-active bio-based ionic liquids as reaction media for nucleophilic substitution reactions.” Oral Presentation. Washington, U.S.A (2017).
- 23rd International Conference on Physical Organic Chemistry (ICPOC-23). “Degradation of Organophosphorate Pesticides in Green Solvents: Ionic Liquids vs Bio-based solvents”. Oral Presentation. Sydney, Australia. (2016).
- 13th Latin American Conference on Physical Organic Chemistry (CLAFQO). “Solvent effect in substitution nucleophilic reactions of phosphates ester. Ionic liquids vs bio-based solvents.” Oral Presentation. Cordova, Carlos Paz, Argentina. (2015).

 

Otros Logros:
- Chairwoman of 14th Latin American Conference on Physical Organic Chemistry (CLAFQO) to be held on Concón, Chile, on May 2017.
- Editora Invitada en Jounal of Physical Organic Chemistry, (JPOC). Edicion Especial 14th Latin American Conference on Physical Organic Chemistry.
- Editora  Invitada en Organic & Biomolecular Chemistry (OBC) and Physical Chemistry Chemical Physics (PCCP) de la Royal Society of Chemistry. Edición especial Non-traditional solvent effects in organic reactions.