Attività di Ricerca
La ricerca scientifica del Prof Filippo Perna riguarda, in particolare: la reattività di eterocicli litiati ed il loro impiego nella sintesi stereoselettiva; lo studio dei meccanismi di racemizzazione di organometalli chirali chirali; lo studio NMR delle caratteristiche strutturali e dinamiche di organolitio; lo sviluppo di metodologie di risoluzione cinetica dinamica (DKR) e di risoluzione termodinamica dinamica (DTR) di organolitio, l’impiego di solventi ecosostenibili quali i DES o l'acqua in reazioni mediate da organometalli o metallo-catalizzate, in reazioni biocatalizzate per ottenere molecole chirali enantiopure e per la sintesi di APIs tramite metodologie green.
Alcune recenti Pubblicazioni su questi argomenti.
1) 2021 G. Dilauro, C.S. Azzollini, P. Vitale, F.M. Perna, V. Capriati. Scalable Negishi Coupling between Organozinc Compounds and (Hetero)Aryl Bromides under Aerobic Conditions when using Bulk Water or Deep Eutectic Solvents with no Additional Ligands. Angewandte Chemie - International Edition doi: 10.1002/anie.202101571.
2) 2021 A.F. Quivelli. G. D’Addato, P. Vitale, J. García-Álvarez, F.M. Perna, V. Capriati. Expeditious and practical synthesis of tertiary alcohols from esters enabled by highly polarized organometallic compounds under aerobic conditions in Deep EutecticSolvents or bulk water. Tetrahedron 2020, 81, 131898, doi: 10.1016/j.tet.2020.131898.
3) 2020 L. Cicco, A. Salomone, P. Vitale, N. Ríos-Lombardía, J. González-Sabín, J. García-Álvarez, F.M. Perna, V. Capriati. Addition of Highly Polarized Organometallic Compounds to N-tert-Butanesulfinyl Imines in Deep Eutectic Solvents under Air: Preparation of Chiral Amines of Pharmaceutical Interest. ChemSusChem 2020, 13, 3583, doi: 10.1002/cssc.202001142. “Cover Feature” Issue 14, ChemSusChem 2020, 13, 3541, doi: 10.1002/cssc.202001513.
4) 2020 M. Dell’Aera, F.M. Perna, P. Vitale, A. Altomare, A. Palmieri, L.C.H. Maddock, L.J. Bole, A.R. Kennedy, E. Hevia, V. Capriati, Boosting Conjugate Addition to Nitroolefins Using Lithium Tetraorganozincates: Synthetic Strategies and Structural Insights. Chemistry -A European Journal 2020, 26, 8742, doi: 10.1002/chem.202001294. “Cover Feature” Issue 40, Chemistry -A European Journal 2020, 26, 8666, doi: 10.1002/chem.202001521.
5) 2020 P. Vitale, F. Lavolpe, F. Valerio, M. Di Biase, F.M. Perna, E. Messina, G. Agrimi, I. Pisano, V. Capriati. Sustainable chemo-enzymatic preparation of enantiopure (R)-β-hydroxy-1,2,3-triazoles via lactic acid bacteria-mediated bioreduction of aromatic ketones and a heterogeneous "click" cycloaddition reaction in deep eutectic solvents. Reaction Chemistry and Engineering 2020, 5, 859, doi: 10.1039/d0re00067a.
6) 2019 Quivelli A.F. Vitale P., Perna F.M., Capriati V. Reshaping Ullmann Amine Synthesis in Deep Eutectic Solvents: A Mild Approach for Cu-Catalyzed C–N Coupling Reactions with No Additional Ligands. Frontiers in Chemistry 2019, 7, 723, DOI: 10.3389/fchem.2019.00723.
7) 2019 Dilauro G., Quivelli A.F., Vitale P., Capriati V., Perna F.M. Water and Sodium Chloride: Essential Ingredients for Robust and Fast Pd-Catalysed Cross-Coupling Reactions between Organolithium Reagents and (Hetero)aryl Halides. Angewandte Chemie - International Edition 2019, 58, 1799, DOI: 10.1002/anie.201812537. (Angew. Chem. 2019, 131, 1813).
8) 2019 Perna F.M., Falcicchio A., Salomone A., Milet A., Rizzi R., Hamdoun G., Barozzino-Consiglio G., Stalke D., Oulyadi H., Capriati, V. First Direct Evidence of an ortho-Lithiated Aryloxetane: Solid and Solution Structure, and Dynamics. European Journal of Organic Chemistry, 2019, 5549, doi: 10.1002/ejoc.201900949.
9) 2018 Dilauro G., García S.M., Tagarelli D., Vitale P., Perna F.M., Capriati V. Ligand-Free Bioinspired Suzuki–Miyaura Coupling Reactions using Aryltrifluoroborates as Effective Partners in Deep Eutectic Solvents. ChemSusChem 2018, 11, 3495, DOI: 10.1002/cssc.201801382.
10) 2018 Cicco L., Ríos-Lombardía N., Rodríguez-Álvarez M.J., Morís, F., Perna F.M., Capriati V., García-Álvarez J., González-Sabín J. Programming cascade reactions interfacing biocatalysis with transition-metal catalysis in: Deep Eutectic Solvents as biorenewable reaction media. Green Chemistry 20, 3468-3475, DOI: 10.1039/c8gc00861b.
11) 2017 Dilauro G., Dell'Aera M., Vitale P., Capriati V., Perna F.M. Unprecedented Nucleophilic Additions of Highly Polar Organometallic Compounds to Imines and Nitriles Using Water as a Non-Innocent Reaction Medium. Angewandte Chemie - International Edition 2017, 56, 10200, doi: 10.1002/anie.201705412. (Angew. Chem. 2017, 129, 10334). Highlighted in Synfacts doi: 10.1002/9783527667512.ch6.
12) 2016 Cicco L., Sblendorio S., Mansueto R., Perna F.M., Salomone A., Florio S., Capriati V. Water opens the door to organolithiums and Grignard reagents: exploring and comparing the reactivity of highly polar organometallic compounds in unconventional reaction media towards the synthesis of tetrahydrofurans. Chemical Science 2016, 7, 1192, doi: 10.1039/c5sc03436a. Highlighted in ChemInform doi: 10.1002/chin.201623120 and Synfacts, 2016, 12, 0081; doi: 10.1055/s-0035-1561029.
13) 2016 Cicco L., Addante V., Temperini A., Donau C. A., Karaghiosoff K., Perna F.M., Capriati V. Toward Customized Tetrahydropyran Derivatives through Regioselective α-Lithiation and Functionalization of 2-Phenyltetrahydropyran. European Journal of Organic Chemistry 2016, 3157, doi: 10.1002/ejoc.201600365. Front Cover: Issue 19, Eur. J. Org, 2016, 3130, doi: 10.1002/ejoc.201670191. Highlighted in ChemInform doi: 10.1002/chin.201646154 and Synfacts, 2016, 12, 0965, doi: 10.1055/s-0035-1561871.