Organische Chemie - Metzger
  
Uni Fakultäten Fk. V Chemie OC - Metzger   

Dr. Leonardo Silva Santos
Carl-v.-Ossietzky-Universität-Oldenburg
Fachbereich Chemie/Organische Chemie
Carl-v.-Ossietzky-Str. 9-11
D-26129 Oldenburg

leonardo@iqm.unicamp.br

leonardo.s.santos@uni-oldenburg.de

Tel.: +49/(0)441/798-3731
Fax: +49/(0)441/798-3329
Raum Nr. W3-0-176
  


CURRICULUM VITAE


PERSONAL INFORMATION


Dr. Leonardo Silva Santos
Nationality: Brazilian
Born: 27/09/1974
Santos, SP


EDUCATION


2005 - Carl von Ossietzky Universität Oldenburg, Oldenburg, GE
POST-DOC

“Reaction Mechanistic Studies in Homogeneous Catalysis Applying ESI-MS/MS”
Supervisor: Dr. Jürgen. O. Metzger


2003 - 2004 UNICAMP Campinas, BR
POST-DOC

“Mechanistic Organic Reactions Studies Applying ESI-MS/MS, and Propopal of New Catalysts Preparation”
Supervisor: Dr. Marcos N. Eberlin


2001 - 2002 The University of Chicago, Chicago, USA
SANDWICH-Doctor Degree
“Syntheses of Homopumiliotoxin 223G, Arborescidines A-C, Levobupivacaine and Mepivacaine. Strategy of Syntheses of Pleiocarpamine and Akagerine. Mecanistic Reaction Studies Through ESI-MS/MS”
Supervisor: Dr. Viresh H. Rawal


1999 - 2003 UNICAMP Campinas, BR
PhD
“Syntheses of Homopumiliotoxin 223G, Arborescidines A-C, Levobupivacaine and Mepivacaine. Strategy of Syntheses of Pleiocarpamine and Akagerine. Mecanistic Reaction Studies Through ESI-MS/MS”
Supervisor: Dr. Ronaldo Aloise Pilli (UNICAMP)
Co- Supervisor: Dr. Viresh H. Rawal (The University of Chicago)


1997 - 1999 UNICAMP Campinas, BR
Master Degree
“The Heck Reaction in the Syntheses of Heterocyclic Compounds”
Supervisor: Dr. Ronaldo Aloise Pilli


1993 - 1996 UNIVERSIDADE DE BRASÍLIA
, UNB Brasília, BR
Undergraduation in Chemistry
Course: Chemistry


PHD THESIS


1. Titular Member of Doctor Degree Thesis: Renato Haddad, Faculdade de Ciências Médicas, UNICAMP. FCM 12/11/2004.

2. Member of Doctor Exam of candidate Renato Haddad, Faculdade de Ciências Médicas, UNICAMP. FCM 19/07/2004.


PATENTS AND PUBLICATIONS

 

  1. Santos, L. S. , Padilha, M. C., Aquino Neto, F. R., Pereira, A. S., Menegatti, R., Fraga, C. A. M., Barreiro, E. J.,Eberlin, M. N. "Electrospray ionization mass and tandem mass spectra of a series of N-pyrazolylmethyl and N-triazolylmethyl N-phenylpiperazines: new dopaminergic ligands with potential antipsychotic properties" J. Mass Spectrom. 2005, 40, 815-820.

  2. Santos, L. S., Pavam, C. H., Consorti, C. S., Silveria Neto, B. A., Coelho, F., Dupont, J., Eberlin, M. N. “Probing the Stabilizing Role of Ionic Liquid in the Mechanism of Supramolecular Co-Catalyzed Baylis-Hillman Reaction by Electrospray Ionization Mass and Tandem Mass SpectrometryChemistry- A European Journal. 2005, in press.

  3. Santos, L. S., Rosso, G. B., Pilli, R. A., Eberlin, M. N. “Probing the Mechanism of Stille Reaction: New Insights in Intermediate Identification through Electrospray Mass Spectroscopy” J. Org. Chem. 2004, in press.

  4. Cunha, R. L. O. R., Santos, L. S., Eberlin, M. N., Zukerman-Schpector, J., Comasseto, J. V. “Reexamination of the Addition Reaction of TeCl4 to Alkynes” Organometallics 2004, in press.

  5. Santos, L. S., Catharino, R. R., Tsai, S. M., Aguiar, C. L., Eberlin, M. N. “Chemotaxonomic Markers of Organic, Natural, and Genetically Modified Soybeans Revealed by Electrospray Ionization Mass Spectrometry” Nature Methods 2005, in press.

  6. Ferreira, C. S., Santos, L. S., Eberlin, M. N., Frézard, F., Demicheli, C. “Synthesis and Characterization of Sb(V)-Adenosine and Sb(V)-Guanosine Complexes” Inorg. Chem. 2005, in press.

  7. Milagre, C. D. F., Milagre, H. M. S., Rodrigues, J. A. R. *, Rocha, L. L., Santos, L. S., Eberlin, M. N. “On-line Monitoring of Bioreductions via Membrane Introduction Mass Spectrometry” Biotechnology & Bioengineering 2005, 90, 888-892.

  8. Andresa, J. S., Reis,R. M., Gonzalez,E. P., Santos, L. S., Eberlin, M. N., Nascente, P. A. P., Tanimoto, S. T., Machado, S. A. S., Rodrigues-Filho, U. P. “Adsorption of Silanes Bearing Nitrogenated Lewis Bases on SiO2/Si (100) Model Surfaces” J. Colloidal and Interface Science 2005, 286, 303-309.

  9. Santos, L. S., Dalmázio, I., Augusti, R., Eberlin, M, N. “Mimetizing the Atmospheric Photooxidation of Isoprene: Interception and Characterization of Key Polyol Products by Electrospray Ionization Mass and Tandem Mass Spectrometry” Environ. Sci. Technol. 2005, in press.

  10. Santos, L. S., Catharino, R. R., Eberlin, M. N. “The Proton-Bound Dimer of Acetone” J. Mass Spectrom. 2005, 40, 127-128.

  11. Catharino, R. R., Santos, L. S., Baptista, A. S., Glória, E. M., Calori-Domingues, M. A., Facco, E. M. P., Eberlin, M. N. “Fast High-Throughput Screening of Aflatoxins by MALDI-TOF Mass Spectrometry Analysis” Analyst 2005, in press.

  12. Catharino, R. R., Santos, L. S., Haddad, R., Godoy, H. T., Eberlin, M. N. “Rapid Analysis of Taurine in Energy Drinks by Mass Spectrometry” Analyst 2005, in press.

  13. Ferraz, H. M. C., Gonçalo, E. R. S., Santos, L. S., Marcos N. Eberlin “Mechanistic Study in the Synthesis of GABA restrict Conformational Analogs Applying ESI(+)-MS/MS” J. Org. Chem. 2005, 70, 110-114.

  14. Gozzo, F. C., Santos, L. S., Augusti, R., Consorti, C. S., Dupont, J., Eberlin, M. N. “Gaseous Supramolecules of Imidazolium Ionic Liquids: “Magic” Numbers for Clustering and Intrinsic Strengths of Hydrogen Bonds” Chemmistry- A European Journal 2004, 10, 6187-6193.

  15. Domingos, J. B., Longhinotti, E., Brandão, T. A. S., Bunton, C. A., Santos, L. S., Eberlin, M. N., Nome, Faruk. “Reaction of Bis(2,4-dinitrophenyl) Phosphate with Hydrazine and Hydrogen Peroxide. Comparing O- and N- Phosphorylation” J. Org. Chem. 2004, 69, 7898-7905.

  16. Santos, L. S., Pavam, C. H., Almeida, W. P., Coelho, F., Eberlin, M. N.“Probing the Mechanism of the Baylis-Hillman Reaction by Electrospray Ionization Mass and Tandem Mass Spectrometry” Angew. Chem. Int. Ed. 2004, 43, 4330-4333; Angew. Chem. 2004, 116, 4430-4433.

  17. Ribeiro, A. B., Bolzani, V. da S., Yoshidab, M., Santos, L. S., Eberlin, M. N., Silva, D. H. S. “New Lignan and Antioxidant Phenols from Nectandra grandiflora” J. Braz. Chem. Soc. 2005, 16, 526-530.

  18. Domingos, J. B., Longhinotti, E., Brandão, T. A. S., Bunton, C. A., Santos, L. S., Eberlin, M. N., Nome, F. “Mechanisms of Nucleophilic Substitution Reactions of Methylated Hydroxylamines with Bis(2,4-dinitrophenyl)phosphate. Mass Spectrometric Identification of Key Intermediates” J. Org. Chem. 2004, 69, 6024-6033.

  19. Raminelli, C., Prechtl, M. H. G., Santos, L. S., Eberlin, M. N., Comasseto, J. V. “Improved Procedure for the Coupling of Vinylic Tellurides with Alkynes Catalyzed by Palladium Dichloride” Organometallics 2004, 23, 3990-3996.

  20. Sorrilha, A. E. P. M., Santos, L. S., Gozzo, F. C., Sparrapan, R., Augusti, R., Eberlin, M. N. “Intrinsic Reactivity of Gaseous Halocarbocations Toward Prototype Aromatic Compounds” J. Phys. Chem. A 2004, 108, 7009-7020.

  21. de Oliveira, R. B., Filho, J. D. S., Prado, M. A. F., Eberlin, M. N., Meurer, E. C., Santos, L. S., Alves, R. J. “Synthesis of Unexpected Twelve-Membered Macrocycles by Free-Radical Carbocyclisation on Carbohydrate Templates” Tetrahedron 2004, 60, 9901-9908.

  22. Santos, L. S., Addad, R., Höehr, N. F., Pilli, R. A., Eberlin, M. N. “Rapid Screening of Synthetic Alkaloids Through a Two-Dimension Analyses by TLC-MALDI-TOF” Anal. Chem. 2004, 76, 2144-2147.

  23. Santos, L. S., Pilli, R. A., Rawal, V. H. “Enantioselective Total Synthesis of Arborescidines A, B and C Through the Noyori Asymmetric Hydrogenation” J. Org. Chem. 2004, 69, 1283-1289.

  24. Santos, L. S., Pilli, R. A. “Studies Towards the Construction of Alkylidene Quinolizidines. The Total Synthesis of Homopumiliotoxin 223G” J. Braz. Chem. Soc. 2003, 14, 982-993.

  25. Santos, L. S., Fernandes, S. A., Marsaioli, A. J., Pilli, R. A. “A Novel Asymmetric Reduction of Dihydro-?-Carboline Derivatives Using Calix[6]Arene/Chiral Amine as a Host Complex” Tetrahedron: Asymmetry 2003, 17, 2515-2519.

  26. Santos, L. S., Meurer, E. C., Pilli, R. A., Eberlin, M. N. “Probing the Mechanism of the Petasis Olefination Reaction by Atmospheric Pressure Chemical Ionization Mass Spectrometry” Organic Letters. 2003, 5, 1391-1394.

  27. Santos, L. S., Pilli, R. A. “The Intramolecular Heck Reaction and the Synthesis of Indolizidinone, Quinolizidinone and Benzoazepinone Derivatives” Synthesis 2002, 87-93.

  28. Santos, L. S., de Oliveira, M. C. F., Pilli, R. A. “Diastereoselection of the Addition of Silyloxyfurans to Five-, Six- and Seven-Membered N-Acyliminium Ions” Tetrahedron Letters. 2001, 42, 6995-6997.

  29. Santos, L. S., Pilli, R. A. “Total Synthesis of (±)-Homopumiliotoxin 223G” Tetrahedron Letters. 2001, 42, 6999-7001.

  30. Santos, L. S., Pilli, R. A. “Processo de Obtenção dos Anestésicos Levobupivacaína e (S)-L-Mepivacaína” INPI 2003, PI0302.250-1.


PRESENTATION IN CONGRESS AND MEETING


1. Ferraz, H. M. C., Gonçalo, E. R. S., Eberlin, M. N., Santos, L. S. “Estudos mecanísticos da preparação de análogos conformacionalmente restritos do GABA empregando ESI(+)-MS/MS” ANAIS da 27a Reunião Anual da SBQ 2004, SALVADOR, BAHIA.


2. Jackisch- Matsuura, A. B. Santos, L.S., Eberlin, M. N. and Durrant, L. R. “Chemical Characterization of the Biosurfactant from Planococcus citreus Grown on Diesel Oil“ ANAIS da Fifth Latin American Biodegradation and Biodeterioration Symposium 28/03 a 01/04 2004, CAMPECHE, MEXICO.


3. Fernandes, S. A., Santos, L. S., Fujiwara, F. Y., Pilli, R. A., Marsaioli, A. J. “The Importance Role of Pulse Field Gradient in NMR Spectroscopy to Unveil the Enantioselective Reductions Using Calix[6]arene and Chiral Amines” ANAIS da 2nd Portuguese-Brazilian NMR Conference 2003, SINTRA, PORTUGAL.


4. Apresentação Oral: Santos, L. S., Meurer, E. C., Pilli, R. A., Eberlin, M. N. “Elucidando o Mecanismo da Olefinação de Petasis por APCI-MS/MS" ANAIS da 26a Reunião Anual da SBQ 2003, POÇOS DE CALDAS.


5. Santos, L. S., Pilli, R. A., Rawal, V. H. “Síntese Enantiosseletiva das Arborescidinas A-C” ANAIS da 26a Reunião Anual da SBQ 2003, POÇOS DE CALDAS.


6. Riatto, V. B., Fernandes, S. A., Santos, L. S., Pilli, R. A., Marsaioli, A. J. “Determinação da Distância Internuclear H9-H10 de R-(-)-Arborescidina C Através de Técnicas de Relaxação de RMN de 1H T1 e T1p” ANAIS da 26a Reunião Anual da SBQ 2003, POÇOS DE CALDAS.


7. Fernandes, S. A., Santos, L. S., Nachtigall, F. F., Lazzarotto, M., Pilli, R. A., Marsaioli, A. J. “Reduções enantiosseletivas de iminas utilizando ciclodextrinas e calix[6]arenos/(R)-(-)-feniletilamina como indutores de quiralidade” ANAIS da 26a Reunião Anual da SBQ 2003, POÇOS DE CALDAS.


8. Santos, L. S., Marsaioli, A. J., Nachtigal F. F., Lazarotto, M., Fernandes, S. A., Pilli, R. A. “Reduções enantiosseletivas de iminas utilizando ciclodextrinas e calix[6]arenos/aminas quirais como indutores de quiralidade” ANAIS da 25a Reunião Anual da SBQ 2002, POÇOS DE CALDAS.


9. Santos, L. S., Pilli, R. A., Rawal, V. H. “First Asymmetric Synthesis of (R)-(+)-Arborescidine A Through the Noyori Asymmetric Hydrogenation” ANAIS do 9th Brazilian Meeting of Organic Synthesis, BMOS, 2001, CURITIBA.


10. Santos, L. S., Pilli, R. A. “Síntese Total da Homopumiliotoxina 223G” ANAIS da 24a Reunião Anual da SBQ 2001, POÇOS DE CALDAS


11. Santos, L. S., Pilli, R. A. “Adição Nucleofílica de Sililoxifuranos a Íons N-Acilimínios Cíclicos” ANAIS da 23a Reunião Anual da SBQ 2000, POÇOS DE CALDAS.


12. Apresentação Oral: Santos, L. S., Pilli, R. A. “Approach to the Total Synthesis of (-) and (+/-)-Homopumiliotoxin 223G” ANAIS da 22nd IUPAC International Symphosium on the Chemistry of Natural Products 2000, Oral Presentation, SÃO CARLOS.


13. Santos, L. S., Pilli, R. A. “Aplicação da Reação de Heck na Síntese de Compostos Heterocíclicos” ANAIS da 21a Reunião Anual da SBQ 1998, POÇOS DE CALDAS.


14. Santos, L. S., Pilli, R. A. “Intramolecular Heck Reaction for the Synthesis of Heterocycles Compounds” ANAIS do 8th Brazilian Meeting of Organic Synthesis, BMOS 1998, AGUÁS DE SÃO PEDRO.


15. Santos, L. S., Campos, O. O. S., Cruz, R., Alves, R. V.
“Nova Metodologia de Proteção do Sistema Indólico” ANAIS da 19a Reunião Anual da SBQ 1996, CAXAMBÚ.


16. Santos, L. S., Campos, O. O. S., Rabelo, R., Alves, R. V., Cruz, R. “Um Método Simples e Eficiente para a Síntese de Sistemas Indólicos N-Sulfonados” ANAIS da 35a ABQ 1995.


OTHER ACTIVITIES


Assistant Professor (PED/UNICAMP), 8h/week, Experimental Organic Chemistry, Supervisor: Prof. José Augusto Rosário Rodrigues, 07-12/2002.


Assistant Professor (PED/UNICAMP), 8h/week, Organic Chemistry, Supervisor: Prof. Anita J. Marsaioli, 03-07/2001.


Training: IQ/UNICAMP, NMR 300 e 500 MHz (VARIAN).


Sandwich Doctor degree (FAPESP) at “The University of Chicago”, Chicago, IL, Estados Unidos, Supervisor: Prof. Viresh H. Rawal, 10/2001 - 04/2002.


Training, Chemistry Department/The University of Chicago, Chicago, IL, EUA, Full Operating of NMR 400 and 500 MHz (BRUKER).

Course (20 h) in “Introduction to Computational Chemistry” CENAPAD/ UNICAMP, Campinas, Brazil, 03/2001. Hermes Fernandes de Souza.


Course (20 h) in “Ecological Chemistry and Organic Synthesis” UNICAMP, Campinas, Brasil, 10/2000. Prof. Kenji Mori (University of Kioto/Japan).


Course (6 h) in “Asymmetric Chemistry” 23a SBQ, Brazil, 2000, Prof. Luis Carlos Dias (IQ/UNICAMP).


Course (12 h) in “Ion Trap Mass Spectroscopy Systems” Agilent Technologies, Agilent, Workshop Expo Center Norte, São Paulo, Brazil, 2000, Dr. Terry Sheehan.


Santos, L. S. “Recent Aspects in the New Glycopeptide Antibiotics Development. The Case of Vancomicin and its Derivatives: Synthesis and Pharmacological” General Qualify Exam of Doctor Degree 2000.


Course in “Basic Aspects of Petrochemical Production in Brazil” Universidade Federal Fluminense, UFF, Niteroi, Brazil, 1996.


Course “Evaluation of Water Quality” Sociedade Brasileira de Química, SBQ, Brazil, 1996.


Course “Enviromental Problems Solutions” SENAI-GO, SENAI, Brazil, 1996.


NEWS PAPER ARTICLE


Santos, L. S., Catharino, R. R., Eberlin, M. N. “Novo método identifica soja transgênica com rapidez e precisão: Técnica brasileira emprega aparelho comum em laboratórios de química para caracterizar moléculas” CIÊNCIA HOJE 28/10/2004, Brazil.


Santos, L. S., Catharino, R. R., Eberlin, M. N. “Método identifica tipo de soja em 30 segundos” ALIMENTO SEGURO 26/10/2004, Brazil.


Santos, L. S., Eberlin, M. N. “Cientistas desvendam mecanismos de formação das chuvas amazônicas” JORNAL DA UNICAMP 26/10/2004, Campinas, SP.


Santos, L. S., Catharino, R. R., Eberlin, M. N. “Método Identifica Tipo de Soja em 30 Segundos” JORNAL DA UNICAMP 18/10/2004, Campinas, SP.


Santos, L. S., Pavam, C. H., Almeida, W. P., Coelho, F., Eberlin, M. N. “Fishing for Intermediates Evidence for the Baylis-Hillman Mechanism Provided by Advanced Techniques” Chemistry World News 10/2004.


Santos, L. S. “Esinando o Corpo a se Defender” JORNAL A TRIBUNA- SANTOS- Caderno de Ciência 12/06/2002, Santos, SP, Brazil.

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