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Nuclear magnetic resonance spectroscopy: beyond molecular structure assignment

Grant number: 15/08541-6
Support Opportunities:Research Projects - Thematic Grants
Duration: December 01, 2015 - November 30, 2020
Field of knowledge:Physical Sciences and Mathematics - Chemistry - Organic Chemistry
Principal Investigator:Claudio Francisco Tormena
Grantee:Claudio Francisco Tormena
Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
Associated researchers: Alvaro Rafael Muoz Castro ; Francisco Paulo dos Santos ; Lars Mathias Nilsson ; Lucas Colucci Ducati ; Marco Antonio Barbosa Ferreira ; Roberto Rittner Neto
Associated grant(s):17/21332-2 - Multi-user equipment approved in grant 2015/08541-6: Avance-III HD 250 MHz NMR equipment, AP.EMU
Associated scholarship(s):18/19253-0 - NEW PULSE SEQUENCES AND PROCESSING TOOLS FOR MULTIDIMENSIONAL NMR EXPERIMENTS APPLIED TO NATURAL PRODUCTS MIXTURE ANALYSIS, BP.PD
18/17818-0 - Evaluation of the effects involved in the relation between 2JCH coupling constant and relative stereochemistry, BP.MS
18/02634-0 - Intramolecular hydrogen bonding and conformational preferences on fluorinated amino-alcohols, BP.IC
+ associated scholarships 17/20890-1 - Evaluation of shielding and transmission mechanisms of 1H, 13C and 19F NMR, BP.PD
17/08962-7 - Kinetics parameters for Knoevenagel reaction: An NMR invetigation, BP.IC
17/01754-0 - Experimental and theoretical studies on cycloaddition (3 + 2) reactions of azides to nitro-olefins, BP.DR
16/24331-4 - Nuclear Magnetic Resonance spectroscopy and theoretical calculation for real-time reaction monitoring and mechanistic investigation, BP.DR - associated scholarships

Abstract

Nuclear Magnetic Resonance (NMR) is the most powerful spectroscopic technique for detailed chemical information in solution. Fundamental parameters such as chemical shifts (d) and coupling constants (J) are the most important sources of information to achieve unequivocal molecular structure assignment. These two parameters can also be applied to determine the conformation adopted by a molecule in solution. The chemical shifts and coupling constants are dependent of electronic molecular structure and their experimental measurements can be used as a probe to evaluate small changes in electronic structure, but for these purposes, the experimental NMR parameters (d and J) must be supported by quantum chemistry calculations.NMR spectroscopy can also be applied to identify unknown components present in a sample, but the efficiency of this procedure depends on the sample. In complex biological samples, this information can unfortunately be obscured by the vast quantity of signals, so even state-of-the-art spectrometers are unable to provide sufficient resolution. Very recently, the advent of broadband homodecoupled methods (pure shift) has made available ultra-high resolution experiments that can tackle an order of magnitude more complex problems than was previously possible. In these experiments there is only a single signal (a singlet) from each type of proton, typically providing a factor 10 improvement in resolution. Even at this exquisite resolution, it can still be difficult to assign signals to different components in biological and chemical complex mixtures. Here we will employ diffusion NMR to separate the signals from different species due to their diffusion behaviour (diffusion-ordered spectroscopy, DOSY). In the most difficult cases, when compounds diffuse at the same rate (as is common for cognate species), we will manipulate the matrix in which they diffuse, analogous to what is done in chromatography, in matrix-assisted DOSY (MAD) experiments.In this application we suggest some projects such as: evaluation of conformational preferences for some small organic molecules; the influence of stereoelectronic interaction into 13C NMR chemical shift parameter for molecules containing heavy atoms, such as iodine; influence of stereoelectronic interaction on spin-spin coupling constants; evaluation of some organic reaction mechanism and application of pure shift and diffusion based NMR methods for complex mixture analysis such as pharmaceuticals and food.In this project, the deliverables will include a better understanding of important fundamental NMR parameters (´ and J), new NMR methodologies for analysis of complex sample, as well as high-level training in modern NMR, of PhD students and post docs. The latter is important to a large part of the Brazilian chemistry community. NMR is a very important tool for many chemists and well-trained NMR spectroscopists are in short supply both in laboratories at Universities and in the Industry. (AU)

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Scientific publications (51)
(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)
DAL POGGETTO, GUILHERME; ANTUNES, VICTOR U.; NILSSON, MATHIAS; MORRIS, GARETH A.; TORMENA, CLAUDIO F.. F-19 NMR matrix-assisted DOSY: a versatile tool for differentiating fluorinated species in mixtures. Magnetic Resonance in Chemistry, v. 55, n. 4, SI, p. 323-328, . (13/03477-2, 15/08541-6)
APARECIDO DOS SANTOS-PINTO, JOSE ROBERTO; ESTEVES, FRANCIELE GREGO; TORMENA, CLAUDIO FRANCISCO; PEREZ-RIVEROL, AMILCAR; LASA, ALEXIS MUSACCHIO; BUENO, ODAIR CORREA; PALMA, MARIO SERGIO. Proteomic characterization of the fibroin-based silk fibers produced by weaver ant Camponotus textor. JOURNAL OF PROTEOMICS, v. 261, p. 13-pg., . (17/22405-3, 13/26451-9, 17/10373-0, 16/16212-5, 20/10246-0, 16/10430-0, 15/08541-6)
ALI, SAJJAD; MILANEZI, HENRIQUE; ALVES, TANIA M. F.; TORMENA, CLAUDIO FRANCISCO; FERREIRE, MARCO A. B.. Cobalt-Catalyzed Stereoselective Synthesis of 2,5-trans-THF Nitrile Derivatives as a Platform for Diversification: Development and Mechanistic Studies. Journal of Organic Chemistry, v. 83, n. 15, p. 7694-7713, . (13/02311-3, 15/08541-6, 14/50249-8)
SALOME, KAHLIL S.; TORMENA, CLAUDIO F.. Revisiting the Long-Range Perlin Effect in a Conformationally Constrained Oxocane. Journal of Organic Chemistry, v. 83, n. 17, p. 10501-10504, . (15/08541-6)
FERREIRA, MARCO A. B.; SILVA, JORDAN DE JESUS; GROSSLIGHT, SAMANTHA; FEDOROV, ALEXEY; SIGMAN, MATTHEW S.; COPERET, CHRISTOPHE. Noncovalent Interactions Drive the Efficiency of Molybdenum Imido Alkylidene Catalysts for Olefin Metathesis. Journal of the American Chemical Society, v. 141, n. 27, p. 10788-10800, . (17/13306-1, 15/08541-6, 14/50249-8)
VASCONCELOS VONTOBEL, PEDRO HENRIQUE; DOS SANTOS FUSCALDO, RODRIGO; PAULO DOS SANTOS, FRANCISCO; SOBIESKI DA COSTA, JESSIE. Regioselective preparation and NMR spectroscopy study of 2-chloro-4-ethoxy-quinoline for the synthesis of 2-((3-aminopropyl)amino)quinolin-4(1H)-one. Magnetic Resonance in Chemistry, v. 58, n. 4, . (15/08541-6)
NEPEL, ANGELITA; VIESSER, RENAN V.; TORMENA, CLAUDIO F.. (1)J(CH) Coupling in Benzaldehyde Derivatives: Ortho Substitution Effect. ACS OMEGA, v. 4, n. 1, p. 1494-1503, . (15/08541-6, 17/20890-1)
ZANATTA, MARCILEIA; ANTUNES, VICTOR U.; TORMENA, CLAUDIO F.; DUPONT, JAIRTON; DOS SANTOS, FRANCISCO P.. Dealing with supramolecular structure for ionic liquids: a DOSY NMR approach. Physical Chemistry Chemical Physics, v. 21, n. 5, p. 2567-2571, . (15/08541-6)
ZANATTA, MARCILEIA; DOS SANTOS, FRANCISCO P.; BIEHL, CRISTINA; MARIN, GRACIANE; EBELING, GUNTER; NETZ, PAULO A.; DUPONT, JAIRTON. Organocatalytic Imidazolium Ionic Liquids H/D Exchange Catalysts. Journal of Organic Chemistry, v. 82, n. 5, p. 2622-2629, . (15/08541-6)
KARAS, LUCAS J.; BATISTA, PATRICK R.; VIESSER, RENAN V.; TORMENA, CLAUDIO F.; RITTNER, ROBERTO; DE OLIVEIRA, PAULO R.. Trends of intramolecular hydrogen bonding in substituted alcohols: a deeper investigation. Physical Chemistry Chemical Physics, v. 19, n. 25, p. 16904-16913, . (16/24109-0, 15/08541-6, 12/12414-1)
ECHEMENDIA, RADELL; DA SILVA, GUSTAVO P.; KAWAMURA, MEIRE Y.; DE LA TORRE, ALEXANDER F.; CORREA, ARLENE G.; FERREIRA, MARCO A. B.; RIVERA, DANIEL G.; PAIXAO, MARCIO W.. A stereoselective sequential organocascade and multicomponent approach for the preparation of tetrahydropyridines and chimeric derivatives. CHEMICAL COMMUNICATIONS, v. 55, n. 3, p. 286-289, . (15/17141-1, 14/50249-8, 17/01754-0, 15/08541-6, 16/12622-4)
FOROOZANDEH, MOHAMMADALI; CASTANAR, LAURA; MARTINS, LUCAS G.; SINNAEVE, DAVY; DAL POGGETTO, GUILHERME; TORMENA, CLAUDIO F.; ADAMS, RALPH W.; MORRIS, GARETH A.; NILSSON, MATHIAS. Ultrahigh-Resolution Diffusion-Ordered Spectroscopy. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v. 55, n. 50, p. 15579-15582, . (15/08541-6)
VIESSER, RENAN V.; DUCATI, LUCAS C.; AUTSCHBACH, JOCHEN; TORMENA, CLAUDIO F.. NMR spin-spin coupling constants: bond angle dependence of the sign and magnitude of the vicinal (3)J(HF) coupling. Physical Chemistry Chemical Physics, v. 18, n. 34, p. 24119-24128, . (11/17357-3, 13/03477-2, 12/12414-1, 15/20106-3, 15/08541-6, 14/21930-9)
ZANATTA, MARCILEIA; DUPONT, JAIRTON; WENTZ, GABRIELA NEGRUNI; DOS SANTOS, FRANCISCO P.. Intermolecular hydrogen bonds in water@IL supramolecular complexes. Physical Chemistry Chemical Physics, v. 20, n. 17, p. 11608-11614, . (15/08541-6)
PHILIPS, ADAM; MARCHENKO, ALEX; DUCATI, LUCAS C.; AUTSCHBACH, JOCHEN. Quadrupolar N-14 NMR Relaxation from Force-Field and Ab Initio Molecular Dynamics in Different Solvents. JOURNAL OF CHEMICAL THEORY AND COMPUTATION, v. 15, n. 1, p. 509-519, . (17/17750-3, 15/08541-6)
DOS SANTOS, WILLIAN HENRIQUE; DE OLIVEIRA, ELIEZER FERNANDO; LAVARDA, FRANCISCO CARLOS; LEONARCZYK, IVES ANTONIO; BARBOSA FERREIRA, MARCO ANTONIO; DA SILVA-FILHO, LUIZ CARLOS. One-Step Synthesis of Methoxylated Phloroglucinol Derivatives Promoted by Niobium Pentachloride: An Experimental and Theoretical Approach. SYNTHESIS-STUTTGART, v. 49, n. 11, p. 2402-2410, . (15/08541-6, 16/01599-1, 12/21983-0, 14/20410-1)
CASTANAR, LAURA; MOUTZOURI, PINELOPI; BARBOSA, THAIS M.; TORMENA, CLAUDIO F.; RITTNER, ROBERTO; PHILLIPS, ANDREW R.; COOMBES, STEVEN R.; NILSSON, MATHIAS; MORRIS, GARETH A.. FESTA: An Efficient Nuclear Magnetic Resonance Approach for the Structural Analysis of Mixtures Containing Fluorinated Species. Analytical Chemistry, v. 90, n. 8, p. 5445-5450, . (16/24109-0, 14/12776-6, 15/08541-6, 15/19229-3)
SILVA, SANDRINA; MATSUO, BIANCA T.; DA SILVA, RODRIGO C.; POZZI, LUCAS V.; CORREA, ARLENE G.; ROLLIN, PATRICK; ZUKERMAN-SCHPECTOR, JULIO; FERREIRA, MARCO A. B.; PAIXAO, MARCIO W.. Organocatalyzed Asymmetric Vinylogous Addition of Oxazole-2(3H)-thiones to alpha,beta-Unsaturated Ketones: An Additive-Free Approach for Diversification of Heterocyclic Scaffold. Journal of Organic Chemistry, v. 83, n. 4, p. 1701-1716, . (14/50249-8, 12/04986-5, 15/08541-6, 15/17141-1)
BARBOSA, THAIS M.; VIESSER, RENAN V.; MARTINS, LUCAS G.; RITTNER, ROBERTO; TORMENA, CLAUDIO F.. The Antagonist Effect of Nitrogen Lone Pair: (3)J(HF) versus (5)J(HF). ChemPhysChem, v. 19, n. 11, p. 1358-1362, . (16/24109-0, 15/08541-6, 14/12776-6, 17/20890-1)
CORRERA, THIAGO CARITA; FERNANDES, ANDRE SANTOS; REGINATO, MARCELO MOTA; DUCATI, LUCAS COLUCCI; BERDEN, GIEL; OOMENS, JOS. Probing the geometry reorganization from solution to gas-phase in putrescine derivatives by IRMPD, H-1-NMR and theoretical calculations. Physical Chemistry Chemical Physics, v. 19, n. 35, p. 24330-24340, . (15/08541-6, 15/11769-9, 15/08539-1, 14/21930-9, 14/15962-5)
SURBELLA, III, ROBERT G.; DUCATI, LUCAS C.; PELLEGRINI, KRISTI L.; MCNAMARA, BRUCE K.; AUTSCHBACH, JOCHEN; SCHWANTES, JON M.; CAHILL, CHRISTOPHER L.. A new Pu(III) coordination geometry in (C5H5NBr)(2)[PuCl3(H2O)(5)].2Cl.2H(2)O as obtained via supramolecular assembly in aqueous, high chloride media. CHEMICAL COMMUNICATIONS, v. 53, n. 78, p. 10816-10819, . (14/21930-9, 15/08541-6)
VIESSER, RENAN V.; DUCATI, LUCAS C.; TORMENA, CLAUDIO F.; AUTSCHBACH, JOCHEN. The halogen effect on the C-13 NMR chemical shift in substituted benzenes. Physical Chemistry Chemical Physics, v. 20, n. 16, p. 11247-11259, . (11/17357-3, 14/21930-9, 12/12414-1, 17/20890-1, 15/20106-3, 15/08541-6, 17/17750-3, 13/03477-2)
DAL POGGETTO, GUILHERME; SOARES, JOAO VITOR; TORMENA, CLAUDIO F.. Selective Nuclear Magnetic Resonance Experiments for Sign-Sensitive Determination of Heteronuclear Couplings: Expanding the Analysis of Crude Reaction Mixtures. Analytical Chemistry, v. 92, n. 20, p. 14047-14053, . (18/19253-0, 15/08541-6)
ZALDGUER, EDSON DE OLIVEIRA; DUARTE, RODRIGO DA COSTA; CERCENA, RODRIGO; SANTOS, FABIANO DA SILVEIRA; DUARTE, LUIS GUSTAVO TEIXEIRA ALVES; ATVARS, TERESA DIB ZAMBON; ZAPP, EDUARDO; BRONDANI, DANIELA; RODEMBUSCH, FABIANO SEVERO; DAL-BO, ALEXANDRE GONSALVES. Synthesis of novel symmetrical alkylated phenyltetrazol-based 1,3-diynes and their structure-properties relationship. DYES AND PIGMENTS, v. 205, p. 11-pg., . (15/08541-6)
ZANATTA, MARCILEIA; SIMON, NATHALIA M.; DOS SANTOS, FRANCISCO P.; CORVO, MARTA C.; CABRITA, EURICO J.; DUPONT, JAIRTON. Correspondence on "Preorganization and Cooperation for Highly Efficient and Reversible Capture of Low-Concentration CO2 by Ionic Liquids". ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v. 58, n. 2, p. 4-pg., . (15/08541-6)
DAL POGGETTO, GUILHERME; ANTUNES, VICTOR U.; NILSSON, MATHIAS; MORRIS, GARETH A.; TORMENA, CLAUDIO F.. F-19 NMR matrix-assisted DOSY: a versatile tool for differentiating fluorinated species in mixtures. Magnetic Resonance in Chemistry, v. 55, n. 4, p. 6-pg., . (15/08541-6, 13/03477-2)
VIESSER, RENAN V.; TORMENA, CLAUDIO F.. Counterintuitive deshielding on the C-13 NMR chemical shift for the trifluoromethyl anion. Magnetic Resonance in Chemistry, v. 58, n. 6, p. 8-pg., . (15/08541-6, 17/20890-1)
CHAUDHURI, PUSPITAPALLAB; DUCATI, LUCAS C.; GHOSH, ANGSULA. Spin-spin coupling constants in linear substituted HCN clusters. Molecular Physics, v. 117, n. 6, p. 693-704, . (17/17750-3, 15/08541-6)
ZANATTA, MARCILEIA; SIMON, NATHALIA M.; DOS SANTOS, FRANCISCO P.; CORVO, MARTA C.; CABRITA, EURICO J.; DUPONT, JAIRTON. Correspondence on ``Preorganization and Cooperation for Highly Efficient and Reversible Capture of Low-Concentration CO2 by Ionic Liquids{''}. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v. 58, n. 2, p. 382-385, . (15/08541-6)
VIESSER, RENAN V.; TORMENA, CLAUDIO F.. Counterintuitive deshielding on the C-13 NMR chemical shift for the trifluoromethyl anion. Magnetic Resonance in Chemistry, v. 58, n. 6, SI, . (15/08541-6, 17/20890-1)
OKOROMOBA, OTOME E.; LI, ZHOU; ROBERTSON, NICOLE; MASHUTA, MARK S.; COUTO, UENIFER R.; TORMENA, CLAUDIO F.; XU, BO; HAMMOND, GERALD B.. Achieving regio- and stereo-control in the fluorination of aziridines under acidic conditions. CHEMICAL COMMUNICATIONS, v. 52, n. 91, p. 13353-13356, . (15/08541-6)
BARBOSA, T. M.; RITTNER, R.; TORMENA, C. F.; MORRIS, G. A.; NILSSON, M.. Convection in liquid-state NMR: expect the unexpected. RSC ADVANCES, v. 6, n. 97, p. 95173-95176, . (14/25903-6, 15/19229-3, 15/08541-6, 14/12776-6)
PAIVA, GERMANA M. S.; DUARTE, LUIS G. T. A.; FALEIROS, MARCELO M.; ATVARS, TERESA D. Z.; FELISBERTI, MARIA ISABEL. Photoactive polyurethanes based on 2,2 `-dihydroxyazobenzene fluorescent segments. JOURNAL OF MOLECULAR LIQUIDS, v. 337, . (15/25406-5, 13/16245-2, 15/08541-6, 16/11197-8)
DE SANT'ANA, DANILO PEREIRA; REZENDE JUNIOR, CELSO DE OLIVEIRA; CAMPAGNE, JEAN-MARC; DIAS, LUIZ CARLOS; DE FIGUEIREDO, RENATA MARCIA. Synthetic Studies toward the Total Synthesis of Tautomycetin. Journal of Organic Chemistry, v. 84, n. 19, p. 12344-12357, . (14/50249-8, 15/08541-6, 12/11220-9)
BATISTA, PATRICK R.; KARAS, LUCAS J.; VIESSER, RENAN V.; DE OLIVEIRA, CYNTHIA C.; GONCALVES, MARCOS B.; TORMENA, CLAUDIO F.; RITTNER, ROBERTO; DUCATI, LUCAS C.; DE OLIVEIRA, PAULO R.. Dealing with Hydrogen Bonding on the Conformational Preference of 1,3-Aminopropanols: Experimental and Molecular Dynamics Approaches. Journal of Physical Chemistry A, v. 123, n. 40, p. 8583-8594, . (17/20890-1, 17/17750-3, 15/08541-6, 14/25903-6, 18/07308-4)
SALOME, KAHLIL SCHWANKA; TORMENA, CLAUDIO FRANCISCO. Enantiodiscrimination by matrix-assisted DOSY NMR. CHEMICAL COMMUNICATIONS, v. 55, n. 59, p. 8611-8614, . (15/08541-6)
DA SILVA, AMANDA F.; LEONARCZYK, IVES A.; FERREIRA, MARCO A. B.; JURBERG, IGOR D.. Diastereodivergent aminocatalyzed spirocyclization strategies using 4-alkylideneisoxazol-5-ones and methyl vinyl ketones. ORGANIC CHEMISTRY FRONTIERS, v. 7, n. 22, p. 3599-3607, . (15/08541-6, 17/24017-0, 14/50249-8)
BARBOSA, THAIS M.; CASTANAR, LAURA; MOUTZOURI, PINELOPI; NILSSON, MATHIAS; MORRIS, GARETH A.; RITTNER, ROBERTO; TORMENA, CLAUDIO F.. Improving the Sensitivity of FESTA Methods for the Analysis of Fluorinated Mixtures. Analytical Chemistry, v. 92, n. 2, p. 2224-2228, . (14/12776-6, 15/08541-6, 15/19229-3, 16/24109-0)
COUTO, UENIFER RODRIGUES; NAVARRO-VAZQUEZ, ARMANDO; TORMENA, CLAUDIO FRANCISCO. Unexpected behavior of the (3)J(CH) coupling constant in unsaturated compounds. Magnetic Resonance in Chemistry, v. 57, n. 11, p. 939-945, . (16/24331-4, 15/08541-6)
JORA, MANAZAEL Z.; DE SOUZA, RENATO N.; BARBOSA, THAIS M.; TORMENA, CLAUDIO F.; SABADINI, EDVALDO. Probing the Formation of Wormlike Micelles Formed by Cationic Surfactant with Chlorobenzoate Derivatives. Langmuir, v. 35, n. 52, p. 17046-17053, . (15/25406-5, 15/08541-6)
FERNANDES, ALESSANDRA A. G.; LEONARCZYK, IVES A.; FERREIRA, MARCO A. B.; DIAS, LUIZ CARLOS. Diastereoselectivity in the boron aldol reaction of -alkoxy and ,-bis-alkoxy methyl ketones. ORGANIC & BIOMOLECULAR CHEMISTRY, v. 17, n. 12, p. 3167-3180, . (15/08541-6, 14/50249-8)
SIVA, WESLLEY G. D. P.; TORMENA, CLAUDIO F.; RITTNER, ROBERTO. Revealing the Conformational Preferences of Proteinogenic Glutamic Acid Derivatives in Solution by H-1 NMR Spectroscopy and Theoretical Calculations. Journal of Physical Chemistry A, v. 122, n. 18, p. 4555-4561, . (16/24109-0, 15/08541-6, 16/12005-5)
VIESSER, RENAN V.; DUCATI, LUCAS C.; TORMENA, CLAUDIO F.; AUTSCHBACH, JOCHEN. The unexpected roles of sigma and pi orbitals in electron donor and acceptor group effects on the C-13 NMR chemical shifts in substituted benzenest. CHEMICAL SCIENCE, v. 8, n. 9, p. 6570-6576, . (11/17357-3, 13/03477-2, 12/12414-1, 15/20106-3, 15/08541-6, 14/21930-9)
TORMENA, CLAUDIO F.. Conformational analysis of small molecules: NMR and quantum mechanics calculations. PROGRESS IN NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY, v. 96, p. 73-88, . (15/08541-6)
BARBOSA, T. M.; MORRIS, G. A.; NILSSON, M.; RITTNER, R.; TORMENA, C. F.. H-1 and F-19 NMR in drug stress testing: the case of voriconazole. RSC ADVANCES, v. 7, n. 54, p. 34000-34004, . (14/25903-6, 15/19229-3, 15/08541-6, 14/12776-6)
SIMON, NATHALIA M.; ZANATTA, MARCILEIA; DOS SANTOS, FRANCISCO P.; CORVO, MARTA C.; CABRITA, EURICO J.; DUPONT, JAIRTON. Carbon Dioxide Capture by Aqueous Ionic Liquid Solutions. CHEMSUSCHEM, v. 10, n. 24, p. 4927-4933, . (15/08541-6)
LU, ZHICHAO; HAN, JUNBIN; OKOROMOBA, OTOME E.; SHIMIZU, NAOTO; AMII, HIDEKI; TORMENA, CLAUDIO F.; HAMMOND, GERALD B.; XU, BO. Predicting Counterion Effects Using a Gold Affinity Index and a Hydrogen Bonding Basicity Index. ORGANIC LETTERS, v. 19, n. 21, p. 5848-5851, . (15/08541-6)
SOARES, JOAO VITOR; DAL POGGETTO, GUILHERME; VIESSER, RENAN V.; COUTO, UENIFER R.; TORMENA, CLAUDIO F.. Stereoelectronic interactions: A booster for (4)J(HF) transmission. Magnetic Resonance in Chemistry, v. 60, n. 5, p. 8-pg., . (15/08541-6, 17/20890-1, 20/10246-0, 16/24331-4, 18/19253-0)
SILVA, JORDAN DE JESUS; FERREIRA, MARCO A. B.; FEDOROV, ALEXEY; SIGMAN, MATTHEW S.; COPERET, CHRISTOPHE. Molecular-level insight in supported olefin metathesis catalysts by combining surface organometallic chemistry, high throughput experimentation, and data analysis. CHEMICAL SCIENCE, v. 11, n. 26, p. 6717-6723, . (17/13306-1, 14/50249-8, 15/08541-6)
VIESSER, RENAN V.; TORMENA, CLAUDIO F.. Inverse halogen dependence in anion C-13 NMR. Physical Chemistry Chemical Physics, v. 23, n. 4, p. 3019-3030, . (17/20890-1, 15/08541-6)
DANTAS, JULIANA A.; ECHEMENDIA, RADELL; SANTOS, MARILIA S.; PAIXAO, MARCIO W.; FERREIRA, MARCO ANTONIO B.; CORREA, ARLENE G.. Green Approach for Visible-Light-Induced Direct Functionalization of 2-Methylquinolines. Journal of Organic Chemistry, v. 85, n. 18, p. 16-pg., . (13/07600-3, 20/01255-6, 15/08541-6, 14/50249-8, 17/03120-8)

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