New frontiers in cross-coupling reactions promoted by palladium: combining enantioselective catalysis, C-H activations, new materials and in flux reactions aiming at high efficiency and sustainability in synthetic processes

• Grant number: 14/25770-6
• Support type: Research Projects - Thematic Grants
• Duration: November 01, 2015 - July 31, 2022
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal researcher: Carlos Roque Duarte Correia
• Grantee: Carlos Roque Duarte Correia
• Home Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil
• Assoc. researchers: Ana Flávia Nogueira ; Ataualpa Albert Carmo Braga ; Caio Costa Oliveira ; Daniela Barretto Barbosa Trivella ; Júlio Cezar Pastre ; Paulo Cesar Muniz de Lacerda Miranda
• Associated grant(s): 18/09665-9 - 16th International Congress of Quantum Chemistry, AR.EXT
• Associated scholarship(s): 19/25657-9 - Radical arilations of endocyclic encarbamates by fotoredox: development of the new method, derivatization, and synthetic applications, BP.DR; 19/02052-4 - Computational mechanistic studies of transition metal catalyzed functionalizations of alkenes: nonintuitive enantioselectivity induction modes applied on contiguos stereocenter formation and difunctionalizations., BP.PD; 19/11337-2 - A bisdirectional enantioselective Heck-Matsuda reaction, BP.IC; + associated scholarships 19/04803-7 - Studies concerning the effect of a methylene spacer group in marinoquinolines: synthesis and biological evaluation, BP.IC; 18/03143-0 - DEVELOPMENT OF NEW MARINOQUINOLINES AS ANTIMALARIAL AGENTS: DESIGN, SYNTHESIS AND BIOLOGICAL EVALUATION, BP.DR; 18/16916-8 - Enantioselective and regioselective desymmetrizations directed by the substrate employing Heck-Matsuda reactions, BP.DD; 18/08627-6 - Nickel catalyzed stereoselective C-C coupling reactions: design, evaluation of ligands, and synthetic applications, BP.PD; 17/18238-4 - Catalytic C-H activation reactions: computational study aiming atom efficiency in CO2 fixation, BP.PD; 18/00271-8 - Enantioselective Synthesis of Heterocylces via Intramolecular and Desymmetrizations Reacions Using Arenediazonium Salts, BP.PD; 17/21494-2 - Synthesis of pharmacologically active compounds by the enantioselective Heck-Matsuda reaction and novel studies concerning the enantioselective acylation of cyclopentenes and cyclohexene compounds, BP.PD; 18/02945-6 - Preliminar studies and development of the sequential intramolecular Heck-Matsuda reaction using carbon dioxide, BP.DD; 17/11316-0 - Synthesis and evaluation of new marinoquinolines with potential antimalarial activity, BP.PD; 17/18207-1 - Evaluating new palladium chiral catalysts and application in enantioselective Heck-Matsuda reaction development in new olefinic models: computational studies, BP.PD; 16/18061-4 - Heck-Matsuda Arylation of Alkenyl Ethers and Derivatives: Expansion, Mechanistic Studies and Synthetic Applications of the Redox-Relay Strategy, BP.DR; 16/21487-3 - Studies aiming at the enantioselective oxidative Heck reaction, BP.IC; 16/00268-1 - New frontiers in cross-coupling reactions promoted by palladium: combining enantioselective catalysis, C-H activations, new materials and in flux reactions aiming at high efficiency and sustainability in synthetic processes, BP.IC - associated scholarships

Abstract

Palladium-catalyzed cross-coupling reactions constitute an extremely useful and powerful class of reactions available for organic synthesis nowadays. Among these reactions involving aryl halides/tosylates/mesylates as one of the partner reagents, we could mention the following couplings: i) the Heck-Mizoroki reactions, with olefins, ii) the Negishi coupling, employing organozinc and organoaluminum reagents, iii) the Corriu-Kumada-Murashashi coupling, with Grignard reagents, iv) the Stille coupling, involving organostannes, v) the Suzuki-Miyaura coupling of organoboranes, vi) the Hiyama coupling, using organosilicon compounds, and vii) the Sonogashira coupling of terminal alkynes.Despite the reasonably large number of those coupling reactions, there is still plenty of chemical room for further development and applications of those processes in view of their broad scope. Several key features of these processes are still unclear or were not investigated in depth at all. Moreover, many of those reactions need more work to achieve a higher level of applicability in synthesis. Aiming at getting on the frontline of knowledge of these coupling reactions, we are proposing as goals of the present project, i) a deeper understanding of the mechanistic aspects of these processes promoted by Pd, in particular of those involving the Heck arylations using arenediazonium tetrafluoroborates (the Heck-Matsuda arylations), ii) a mild migration from homogeneous conditions of these coupling reactions to heterogeneous conditions, which prove themselves applicable to continuous flow, and iii) the development and application of the less-known couplings, with emphasis on C-H oxidative activation, such as the Fujiwara-Moritani reaction and the Tsutsui-Narasaka reactions to synthesize heterocyclic compounds. The project encompasses all three aspects mentioned above, posing as specific goals: 1) to expand the use of the cross-coupling methods catalyzed by palladium at the same time it investigates new frontiers, such as the chirality transfer in the Heck-Matsuda reactions (enantioselective Heck-Matsuda reactions employing arenediazonium salts) in batch as well as using reactions in flow, 2) new applications for the oxidative cross-couplings of aromatic systems, 3) the use of palladium for the construction of new functional organic materials, 4) the application of modern computational methods to study and elucidate the precise mechanism of these reactions catalyzed by palladium, 5) to evaluate the inhibition of the proteasome and other enzymatic targets aiming at neglected diseases and, 6) the development and application of new dyes for sensitized solar cells. (AU)

Scientific publications

(89)

(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)

KHAN, MUHAMMAD USMAN; KHALID, MUHAMMAD; KHERA, RASHEED AHMAD; AKHTAR, MUHAMMAD NADEEM; ABBAS, AMNA; REHMAN, MUHAMMAD FAYYAZ UR; BRAGA, ATAUALPA ALBERT CARMO; ALAM, MOHAMMED MUJAHID; IMRAN, MUHAMMAD; WANG, YAO; LU, CHANGRUI. Influence of acceptor tethering on the performance of nonlinear optical properties for pyrene-based materials with A-pi-D-pi-D architecture. ARABIAN JOURNAL OF CHEMISTRY, v. 15, n. 3 MAR 2022. Web of Science Citations: 0.

JAWARIA, RIFAT; KHALID, MUHAMMAD; KHAN, JALLAT; KHAN, MUHAMMAD USMAN; CARMO BRAGA, ATAUALPA ALBERT; ZAHOOR, SIDRA; ALAM, MOHAMMED MUJAHID; IMRAN, MUHAMMAD. A facile synthesis and structural elucidation for furfural based chromophores: Prediction of linear and nonlinear optical properties. Journal of Molecular Structure, v. 1249, FEB 5 2022. Web of Science Citations: 0.

DOMINGOS, IVANNA GISELE ROSENDA; BATISTA, ANA PAULA DE LIMA; BRAGA, ATAUALPA A. C. Computational study of the boraformylation of allenes catalyzed by copper complexes. COMPUTATIONAL AND THEORETICAL CHEMISTRY, v. 1208, FEB 2022. Web of Science Citations: 0.

VIEIRA, CAMILA G.; ANGNES, RICARDO A.; BRAGA, ATAUALPA A. C.; GUSEVSKAYA, V, ELENA; ROSSI, LIANE M. Palladium-catalyzed sabinene oxidation with hydrogen peroxide: Smart fragrance production and DFT insights. MOLECULAR CATALYSIS, v. 517, JAN 2022. Web of Science Citations: 0.

DE OLIVEIRA, MARCELO T.; ALVES, JULIA M. A.; BRAGA, ATAUALPA A. C.; WILSON, DAVID J. D.; BARBOZA, CRISTINA A. Do Double-Hybrid Exchange-Correlation Functionals Provide Accurate Chemical Shifts? A Benchmark Assessment for Proton NMR. JOURNAL OF CHEMICAL THEORY AND COMPUTATION, v. 17, n. 11, p. 6876-6885, NOV 9 2021. Web of Science Citations: 0.

KHALID, MUHAMMAD; KHAN, MUHAMMAD USMAN; AHMED, SAEED; SHAFIQ, ZAHID; ALAM, MOHAMMED MUJAHID; IMRAN, MUHAMMAD; BRAGA, ATAUALPA ALBERT CARMO; AKRAM, MUHAMMAD SAFWAN. Exploration of promising optical and electronic properties of (non-polymer) small donor molecules for organic solar cells. SCIENTIFIC REPORTS, v. 11, n. 1 NOV 2 2021. Web of Science Citations: 0.

ISLAM, MUHAMMAD; SHAFIQ, ZAHID; MABOOD, FAZAL; SHAH, HAKIKULLA H.; SINGH, VANDITA; KHALID, MUHAMMAD; DE ALCANTARA MORAIS, SARA FIGUEIREDO; CARMO BRAGA, ATAUALPA ALBERT; KHAN, MUHAMMAD USMAN; HUSSAIN, JAVID; AL-HARRASI, AHMED; MARRAIKI, NAJAT; ZAGHLOUL, NOUF S. S. 2-Nitro- and 4-fluorocinnamaldehyde based receptors as naked-eye chemosensors to potential molecular keypad lock. SCIENTIFIC REPORTS, v. 11, n. 1 OCT 21 2021. Web of Science Citations: 0.

KHALID, MUHAMMAD; MOMINA; IMRAN, MUHAMMAD; REHMAN, MUHAMMAD FAYYAZ UR; BRAGA, ATAUALPA ALBERT CARMO; AKRAM, MUHAMMAD SAFWAN. Molecular engineering of indenoindene-3-ethylrodanine acceptors with A2-A1-D-A1-A2 architecture for promising fullerene-free organic solar cells. SCIENTIFIC REPORTS, v. 11, n. 1 OCT 13 2021. Web of Science Citations: 0.

CONCEPCION, ODETTE; ALI, AKBAR; KHALID, MUHAMMAD; DE LA TORRE, ALEXANDER F.; KHAN, MUHAMMAD USMAN; RAZA, ABDUL RAUF; KAMAL, GHULAM MUSTAFA; REHMAN, MUHAMMAD FAYYAZ UR; ALAM, MOHAMMED MUJAHID; IMRAN, MUHAMMAD; CARMO BRAGA, ATAUALPA ALBERT; PERTINO, MARIANO W. Facile Synthesis of Diversely Functionalized Peptoids, Spectroscopic Characterization, and DFT-Based Nonlinear Optical Exploration. ACS OMEGA, v. 6, n. 40, p. 26016-26025, OCT 12 2021. Web of Science Citations: 0.

GOMES, GUSTAVO RODRIGUES; BREITKREITZ, MARCIA CRISTINA; PASTRE, JULIO CEZAR. Ash Influence on the Ethyl Levulinate Production from Sugarcane Molasses Mediated by Taurine Hydrogen Sulfate. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, v. 9, n. 40, p. 13438-13449, OCT 11 2021. Web of Science Citations: 0.

KHALID, MUHAMMAD; ALI, AKBAR; DIN, ZIA UD; TAHIR, MUHAMMAD NAWAZ; DE ALCANTARA MORAIS, SARA FIGUEIREDO; CARMO BRAGA, ATAUALPA ALBERT; AKHTAR, MUHAMMAD NADEEM; IMRAN, MUHAMMAD; RODRIGUES-FILHO, EDSON. beta-Hydroxy Carbonyl compounds via aldol reaction: Single crystal investigation and quantum chemical exploration for the unveiling of supramolecular behavior. Journal of Molecular Structure, v. 1241, OCT 5 2021. Web of Science Citations: 0.

KHALID, MUHAMMAD; KHAN, MUHAMMAD USMAN; HUSSAIN, RIAZ; IRSHAD, SHABANA; ALI, BAKHAT; BRAGA, ATAUALPA ALBERT CARMO; IMRAN, MUHAMMAD; HUSSAIN, AMJAD. Exploration of second and third order nonlinear optical properties for theoretical framework of organic D-pi-D-pi-A type compounds. OPTICAL AND QUANTUM ELECTRONICS, v. 53, n. 10 OCT 2021. Web of Science Citations: 0.

KHAN, MUHAMMAD USMAN; KHALID, MUHAMMAD; SHAFIQ, IQRA; KHERA, RASHEED AHMAD; SHAFIQ, ZAHID; JAWARIA, RIFAT; SHAFIQ, MUHAMMAD; ALAM, MOHAMMED MUJAHID; BRAGA, ATAUALPA ALBERT CARMO; IMRAN, MUHAMMAD; KANWAL, FARIHA; XU, ZHENGJIE; LU, CHANGRUI. heoretical investigation of nonlinear optical behavior for rod and T-Shaped phenothiazine based D-pi-A organic compounds and their derivative. JOURNAL OF SAUDI CHEMICAL SOCIETY, v. 25, n. 10 OCT 2021. Web of Science Citations: 1.

OLIVEIRA, CAIO C.; DUARTE CORREIA, CARLOS ROQUE. Enantioselective Heck-Matsuda Reactions: From Curiosity to a Game-Changing Methodology. CHEMICAL RECORD, v. 21, n. 10, SI, p. 2688-2701, OCT 2021. Web of Science Citations: 0.

KHAN, ILHAM; KHALID, MUHAMMAD; ADEEL, MUHAMMAD; NIAZ, SHAH IRUM; SHAFIQ, IQRA; MUHAMMAD, SHABBIR; CARMO BRAGA, ATAUALPA ALBERT. alladium-catalyzed synthesis of 5-(arylated) pyrimidines, their characterization, electronic communication, and non-linear optical evaluation. Journal of Molecular Structure, v. 1237, AUG 5 2021. Web of Science Citations: 2.

KHALID, MUHAMMAD; KHAN, MUHAMMAD USMAN; SHAFIQ, IQRA; HUSSAIN, RIAZ; ALI, AKBAR; IMRAN, MUHAMMAD; BRAGA, ATAUALPA A. C.; REHMAN, MUHAMMAD FAYYAZ UR; AKRAM, MUHAMMAD SAFWAN. Structural modulation of pi-conjugated linkers in D-pi-A dyes based on triphenylamine dicyanovinylene framework to explore the NLO properties. ROYAL SOCIETY OPEN SCIENCE, v. 8, n. 8 AUG 4 2021. Web of Science Citations: 0.

DO ESPIRITO SANTO, RAFAEL DIAS; CAPITAO, REBECA MONIQUE; BARBOSA, PATRICIA SANTOS; SIMAO DOS SANTOS, ERIC FRANCISCO; DUARTE CORREIA, CARLOS ROQUE. The Chemistry and Biological Applications of 3H-Pyrrolo[2,3-c]quinolines and Marinoquinolines. ASIAN JOURNAL OF ORGANIC CHEMISTRY, v. 10, n. 8, p. 1938-1957, AUG 2021. Web of Science Citations: 0.

KHALID, MUHAMMAD; JAWARIA, RIFAT; KHAN, MUHAMMAD USMAN; BRAGA, ATAUALPA ALBERT CARMO; SHAFIQ, ZAHID; IMRAN, MUHAMMAD; ZAFAR, HAFIZ MUHAMMAD AHMAD; IRFAN, AHMAD. An Efficient Synthesis, Spectroscopic Characterization, and Optical Nonlinearity Response of Novel Salicylaldehyde Thiosemicarbazone Derivatives. ACS OMEGA, v. 6, n. 24, p. 16058-16065, JUN 22 2021. Web of Science Citations: 0.

SIVO, ALESSANDRA; GALAVERNA, RENAN DE SOUZA; GOMES, GUSTAVO RODRIGUES; PASTRE, JULIO CEZAR; VILE, GIANVITO. From circular synthesis to material manufacturing: advances, challenges, and future steps for using flow chemistry in novel application area. REACTION CHEMISTRY & ENGINEERING, v. 6, n. 5, p. 756-786, MAY 1 2021. Web of Science Citations: 4.

PASHA, ANAM RUBBAB; KHALID, MUHAMMAD; SHAFIQ, ZAHID; KHAN, MUHAMMAD USMAN; NASEER, MUHAMMAD MOAZZAM; TAHIR, MUHAMMAD NAWAZ; HUSSAIN, RIAZ; BRAGA, ATAUALPA ALBERT CARMO; JAWARIA, RIFAT. A comprehensive study of structural, non-covalent interactions and electronic insights into N-aryl substituted thiosemicarbazones via SC-XRD and first-principles DFT approach. Journal of Molecular Structure, v. 1230, APR 15 2021. Web of Science Citations: 0.

GROTHE, RENATA A.; LOBATO, ALNILAN; MOUNSSEF, BASSIM; TASI, NIKOLA; BRAGA, ATAUALPA A. C.; MALDANER, ADRIANO O.; ALDOUS, LEIGH; PAIXAO, THIAGO R. L. C.; GONCALVES, LUIS MOREIRA. Electroanalytical profiling of cocaine samples by means of an electropolymerized molecularly imprinted polymer using benzocaine as the template molecule. ANALYST, v. 146, n. 5, p. 1747-1759, MAR 7 2021. Web of Science Citations: 1.

MOUNSSEF JR, BASSIM; DE ALCANTARA MORAIS, SARA FIGUEIREDO; DE LIMA BATISTA, ANA PAULA; DE LIMA, LUCAS WELINGTON; BRAGA, ATAUALPA A. C. DFT study of H-2 adsorption at a Cu-SSZ-13 zeolite: a cluster approach. Physical Chemistry Chemical Physics, MAR 2021. Web of Science Citations: 0.

COUTO, ROSA A. S.; COELHO, CONSTANTINO; MOUNSSEF, JR., BASSIM; MORAIS, SARA F. DE A.; LIMA, CAMILA D.; DOS SANTOS, WALLANS T. P.; CARVALHO, FELIX; RODRIGUES, CECILIA M. P.; BRAGA, ATAUALPA A. C.; GONCALVES, LUIS MOREIRA; BEATRIZ QUINAZ, M. 3,4-Methylenedioxypyrovalerone (MDPV) Sensing Based on Electropolymerized Molecularly Imprinted Polymers on Silver Nanoparticles and Carboxylated Multi-Walled Carbon Nanotubes. NANOMATERIALS, v. 11, n. 2 FEB 2021. Web of Science Citations: 0.

KHALID, MUHAMMAD; ALI, AKBAR; HAQ, SADIA; TAHIR, MUHAMMAD NAWAZ; IQBAL, JAVED; BRAGA, ATAUALPA A. C.; ASHFAQ, MUHAMMAD; AKHTAR, SAMEE UL HASSAN. O-4-Acetylamino-benzenesulfonylated pyrimidine derivatives: synthesis, SC-XRD, DFT analysis and electronic behaviour investigation. Journal of Molecular Structure, v. 1224, JAN 15 2021. Web of Science Citations: 9.

OLIVEIRA, CAIO C.; CORREIA, CARLOS ROQUE D. The palladium-catalyzed Heck arylation of olefins with arenediazonium salts as a sustainable strategy in organic synthesis. CURRENT OPINION IN GREEN AND SUSTAINABLE CHEMISTRY, v. 26, DEC 2020. Web of Science Citations: 1.

BASRI, RABIA; KHALID, MUHAMMAD; SHAFIQ, ZAHID; TAHIR, MUHAMMAD SULEMAN; KHAN, MUHAMMAD USMAN; TAHIR, MUHAMMAD NAWAZ; NASEER, MUHAMMAD MOAZZAM; CARMO BRAGA, ATAUALPA ALBERT. Exploration of Chromone-Based Thiosemicarbazone Derivatives: SC-XRD/DFT, Spectral (IR, UV-Vis) Characterization, and Quantum Chemical Analysis. ACS OMEGA, v. 5, n. 46, p. 30176-30188, NOV 24 2020. Web of Science Citations: 1.

SOARES-PAULINO, ANTONIO A.; GIROLDO, LILIAN; PRADIE, NORIBERTO A.; REIS, JOEL S.; BACK, DAVI F.; BRAGA, ATAUALPA A. C.; STEFANI, HELIO A.; LODEIRO, CARLOS; DOS SANTOS, ALCINDO A. Nanomolar Detection of Palladium (II) through a Novel Seleno-Rhodamine-based fluorescent and colorimetric chemosensor. DYES AND PIGMENTS, v. 179, AUG 2020. Web of Science Citations: 0.

COUTO, ROSA A. S.; MOUNSSEF JR, BASSIM; CARVALHO, FELIX; RODRIGUES, CECILIA M. P.; BRAGA, ATAUALPA A. C.; ALDOUS, LEIGH; GONCALVES, LUIS MOREIRA; QUINAZ, M. BEATRIZ. Methylone screening with electropolymerized molecularly imprinted polymer on screen-printed electrodes. SENSORS AND ACTUATORS B-CHEMICAL, v. 316, JUL 15 2020. Web of Science Citations: 0.

DE OLIVEIRA, VALDEIR C.; DE OLIVEIRA, JULIANA M.; MENEZES DA SILVA, VITOR H.; KHAN, ISMAT U.; CORREIA, CARLOS ROQUE D. Enantioselective Heck-Matsuda Reactions of Spirocyclopentenyl Hydantoins Directed by Non-Covalent Interactions: Total Synthesis of the (S,S)-VPC01091. ADVANCED SYNTHESIS & CATALYSIS, v. 362, n. 16 JUL 2020. Web of Science Citations: 0.

ALI, AKBAR; KHALID, MUHAMMAD; REHMAN, MUHAMMAD FAYYAZ UR; HAQ, SADIA; ALI, ARIF; TAHIR, MUHAMMAD NAWAZ; ASHFAQ, MUHAMMAD; RASOOL, FAIZ; BRAGA, ATAUALPA ALBERT CARMO. Efficient Synthesis, SC-XRD, and Theoretical Studies of O-Benzenesulfonylated Pyrimidines: Role of Noncovalent Interaction Influence in Their Supramolecular Network. ACS OMEGA, v. 5, n. 25, p. 15115-15128, JUN 30 2020. Web of Science Citations: 2.

CHEN, MING-TSZ; HSIEH, BING-YAN; LIU, YI-HUNG; WU, KUO-HUI; LUSSARI, NATALIA; BRAGA, ATAUALPA A. C. N,N `-bridged binuclear NHC palladium complexes: A combined experimental catalytic and computational study for the Suzuki reaction. Applied Organometallic Chemistry, v. 34, n. 10 JUN 2020. Web of Science Citations: 3.

TARIQ, SOBIA; KHALID, MUHAMMAD; RAZA, ABDUL RAUF; RUBAB, SYEDA LAILA; DE ALCANTARA MORAIS, SARA FIGUEIREDO; KHAN, MUHAMMAD USMAN; TAHIR, MUHAMMAD NAWAZ; CARMO BRAGA, ATAUALPA ALBERT. Experimental and computational investigations of new indole derivatives: A combined spectroscopic, SC-XRD, DFT/TD-DFT and QTAIM analysis. Journal of Molecular Structure, v. 1207, MAY 5 2020. Web of Science Citations: 8.

DAMIAO, MARIANA C. F. C. B.; MARCON, HENRIQUE M.; PASTRE, JULIO CEZAR. Continuous flow synthesis of the URAT1 inhibitor lesinurad. REACTION CHEMISTRY & ENGINEERING, v. 5, n. 5, p. 865-872, MAY 1 2020. Web of Science Citations: 5.

RAZA, ABDUL RAUF; NISAR, BUSHRA; KHALID, MUHAMMAD; GONDAL, HUMAIRA YASMEEN; KHAN, MUHAMMAD USMAN; DE ALCANTARA MORAIS, SARA FIGUEIREDO; TAHIR, MUHAMMAD NAWAZ; BRAGA, ATAUALPA ALBERT CARMO. A facile microwave assisted synthesis and structure elucidation of (3R)-3-alkyl-4,1-benzoxazepine-2,5-diones by crystallographic, spectroscopic and DFT studies. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, v. 230, APR 5 2020. Web of Science Citations: 5.

MENEZES DA SILVA, VITOR H.; OLIVEIRA, CAIO C.; CORREIA, CARLOS ROQUE D.; BRAGA, ATAUALPA A. C. Heck arylation of acyclic olefins employing arenediazonium salts and chiral N,N ligands: new mechanistic insights from quantum-chemical calculations. THEORETICAL CHEMISTRY ACCOUNTS, v. 139, n. 4 APR 4 2020. Web of Science Citations: 0.

GOMES, GUSTAVO RODRIGUES; PASTRE, JULIO CEZAR. Microwave-assisted HMF production from water-soluble sugars using betaine-based natural deep eutectic solvents (NADES). SUSTAINABLE ENERGY & FUELS, v. 4, n. 4, p. 1891-1898, APR 1 2020. Web of Science Citations: 0.

ANGNES, RICARDO A.; POTNIS, CHINMAY; LIANG, SHENGZONG; CORREIA, CARLOS ROQUE D.; HAMMOND, GERALD B. Photoredox-Catalyzed Synthesis of Alkylaryldiazenes: Formal Deformylative C-N Bond Formation with Alkyl Radicals. Journal of Organic Chemistry, v. 85, n. 6, p. 4153-4164, MAR 20 2020. Web of Science Citations: 0.

BUENO, MARCO A.; MOURA, REBECA G.; FRANCO, MAURICIO; BRAGA, ATAUALPA A. C.; DI VITTA, CLAUDIO; MARZORATI, LILIANA. A new piperazine: Spectroscopic and theoretical conformational studies. Journal of Molecular Structure, v. 1203, MAR 5 2020. Web of Science Citations: 0.

TARIQ, SOBIA; RAZA, ABDUL RAUF; KHALID, MUHAMMAD; RUBAB, SYEDA LAILA; KHAN, MUHAMMAD USMAN; ALI, AKBAR; TAHIR, MUHAMMAD NAWAZ; BRAGA, ATAUALPA ALBERT CARMO. Synthesis and structural analysis of novel indole derivatives by XRD, spectroscopic and DFT studies. Journal of Molecular Structure, v. 1203, MAR 5 2020. Web of Science Citations: 9.

DE LIMA BATISTA, ANA PAULA; DE OLIVEIRA-FILHO, ANTONIO G. S.; BRAGA, ATAUALPA A. C. Probing N-heterocyclic olefin as ancillary ligand in scandium-mediated CO2 to CO conversion. THEORETICAL CHEMISTRY ACCOUNTS, v. 139, n. 3 MAR 2020. Web of Science Citations: 0.

DE OLIVEIRA, MARCELO T.; ALVES, JULIA M. A.; MORAIS, SARA F. DE A.; BRAGA, ATAUALPA A. C. Prediction of N-15 NMR chemical shifts for nitrogenated aromatic compounds. ARKIVOC, n. 2, p. 113+, 2020. Web of Science Citations: 0.

POLO, ELLEN CHRISTINE; WANG, MARTI FERNANDEZ; ANGNES, RICARDO ALMIR; BRAGA, ATAUALPA A. C.; DUARTE CORREIA, CARLOS ROQUE. Enantioselective Heck Arylation of Acyclic Alkenol Aryl Ethers: Synthetic Applications and DFT Investigation of the Stereoselectivity. ADVANCED SYNTHESIS & CATALYSIS, v. 362, n. 4 DEC 2019. Web of Science Citations: 1.

SCARPA DE SOUZA, EDSON LEONARDO; WIETHAN, CARSON; DUARTE CORREIA, CARLOS ROQUE. Iron-Catalyzed Meerwein Carbooxygenation of Electron-Rich Olefins: Studies with Styrenes, Vinyl Pyrrolidinone, and Vinyl Oxazolidinone. ACS OMEGA, v. 4, n. 20, p. 18918-18929, NOV 12 2019. Web of Science Citations: 0.

CURY, NATHALIA MORENO; CAPITAO, REBECA MONIQUE; BORGES DE ALMEIDA, RENAN DO CANTO; ARTICO, LEONARDO LUIS; CORREA, JULIANA RONCHI; SIMAO DOS SANTOS, ERIC FRANCISCO; YUNES, JOSE ANDRES; DUARTE CORREIA, CARLOS ROQUE. Synthesis and evaluation of 2-carboxy indole derivatives as potent and selective anti-leukemic agents. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, v. 181, NOV 1 2019. Web of Science Citations: 0.

ASHRAF, ABIDA; KHALID, MUHAMMAD; TAHIR, MUHAMMAD NAWAZ; YAQUB, MUHAMMAD; NASEER, MUHAMMAD MOAZZAM; KAMAL, GHULAM MUSTAFA; SAIFULLAH, BULLO; BRAGA, ATAUALPA ALBERT CARMO; SHAFIQ, ZAHID; RAUF, WAQAR. A facile and concise route to (hydroxybenzoyl)pyrido[2,3-d]pyrimidine heterocycle derivatives: synthesis, and structural, spectral and computational exploration. RSC ADVANCES, v. 9, n. 59, p. 34567-34580, OCT 27 2019. Web of Science Citations: 1.

MENEZES DA SILVA, VITOR H.; MORGON, NELSON H.; CORREIA, CARLOS R. D.; BRAGA, ATAUALPA A. C. DFT perspective on the selectivity and mechanism of ligand-free Heck reaction involving allylic esters and arenediazonium salts. JOURNAL OF ORGANOMETALLIC CHEMISTRY, v. 896, p. 5-15, SEP 15 2019. Web of Science Citations: 1.

GALAVERNA, RENAN; MCBRIDE, TOM; PASTRE, JULIO C.; BROWNE, DUNCAN L. Exploring the generation and use of acylketenes with continuous flow processes. REACTION CHEMISTRY & ENGINEERING, v. 4, n. 9, p. 1559-1564, SEP 1 2019. Web of Science Citations: 0.

KHAN, MUHAMMAD USMAN; IQBAL, JAVED; KHALID, MUHAMMAD; HUSSAIN, RIAZ; CARMO BRAGA, ATAUALPA ALBERT; HUSSAIN, MUNAWAR; MUHAMMAD, SHABBIR. Designing triazatruxene-based donor materials with promising photovoltaic parameters for organic solar cells. RSC ADVANCES, v. 9, n. 45, p. 26402-26418, AUG 22 2019. Web of Science Citations: 5.

DE LIMA BATISTA, ANA PAULA; DE OLIVEIRA-FILHO, ANTONIO G. S.; BRAGA, ATAUALPA A. C. Unveiling the potential of scandium complexes for methane C-H bond activation: a computational study. NEW JOURNAL OF CHEMISTRY, v. 43, n. 31, p. 12257-12263, AUG 21 2019. Web of Science Citations: 0.

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KATTELA, SHIVASHANKAR; DE LUCCA, EMILIO C.; CORREIA, CARLOS ROQUE D. Enantioselective Synthesis of Phthalides and Isochromanones via Heck-Matsuda Arylation of Dihydrofurans. CHEMISTRY-A EUROPEAN JOURNAL, v. 24, n. 67, p. 17691-17696, DEC 3 2018. Web of Science Citations: 2.

ANGNES, RICARDO A.; THOMPSON, LEE M.; MASHUTA, MARK S.; CORREIA, CARLOS R. D.; HAMMOND, GERALD B. Non-Covalent Substrate Directed Enantioselective Heck Desymmetrization of cis-Cyclohex-4-ene-1,2-diol: Synthesis of all cis Chiral 5-Aryl-cyclohex-3-ene-1,2-diols and Mechanistic Investigation. ADVANCED SYNTHESIS & CATALYSIS, v. 360, n. 19, p. 3760-3767, OCT 4 2018. Web of Science Citations: 5.

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DA SILVA, MARIA ROSANA E.; AUVRAY, THOMAS; LARAMEE-MILETTE, BAPTISTE; FRANCO, MAURICIO P.; BRAGA, ATAUALPA A. C.; TOMA, HENRIQUE E.; HANAN, GARRY S. Unusual Photooxidation of S-Bonded Mercaptopyridine in a Mixed Ligand Ruthenium(II) Complex with Terpyridine and Bipyridine Ligands. Inorganic Chemistry, v. 57, n. 9, p. 4898-4905, MAY 7 2018. Web of Science Citations: 4.

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DE SOUZA, JULIANA M.; GALAVERNA, RENAN; DE SOUZA, ALINE A. N.; BROCKSOM, TIMOTHY J.; PASTRE, JULIO C.; DE SOUZA, RODRIGO O. M. A.; DE OLIVEIRA, KLEBER T. Impact of continuous flow chemistry in the synthesis of natural products and active pharmaceutical ingredients. Anais da Academia Brasileira de Ciências, v. 90, n. 2, p. 1131-1174, 2018. Web of Science Citations: 8.

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