Dipartimento di Chimica

Con riferimento alla chiamata del Prof. Vittorio Pace nel ruolo di Professore Ordinario per il SSD CHEM-05/A (EX SSD CHIM/06) GSD 03/CHEM-05 (EX SC 03/C1),  si comunica che in data 22.01.2025 alle ore 11:00 presso la Sala Parravano, Ed. Cannizzaro(CU014), il Prof. Pace presenterà il seminario dal titolo:

 

 Designing New Synthetic Concepts in Homologation Chemistry

 

Abstract

The direct transfer of a reactive nucleophilic CH2X unit into an existing linkage enables the formal introduction of the moiety with the precisely defined degree of functionalization.¹ Upon the fine tuning of the reaction conditions governing the transformation, the initial homologation event can serve as the manifold for triggering unusual rearrangement sequences leading to complex architectures through a unique synthetic operation. The direct – full chemoselective - conversion of a ketone into the homologated all-carbon quaternary aldehyde (via a)² , the telescoped homologation of imine-surrogates to quaternary aziridines (via b)³ and bis-trifluoromethyl-β-diketiminates (via c) will illustrate these unprecedented concepts. Additionally, the homologation of disulfides and thiosulfonates will furnish symmetrical (via d) and unsymmetrical oxothio- and dithio-acetals (via e). The one-step mono-fluoromethylation of carbon electrophiles with extremely labile fluoromethyllithium reagents will provide a novel entry to valuable fluorinated building- blocks without the needing of using protecting elements for fluoro-containing carbanions (via f).⁴ Finally, the development of homologation strategies not relying on the use of external C1-sources will be discussed.⁵

References

(1) (a) Castoldi, L.; Monticelli, S.; Senatore, R.; Ielo, L.; Pace, V. Chem. Commun. 2018, 54, 6692-6704. (b) Senatore, R.; Castoldi, L.; Ielo, L.; Holzer, W.; Pace, V. Org. Lett. 2018, 20, 2685-2688. Homologation Reactions. Reagents, Applications and Mechanisms. (Pace, V. Ed.) Wiley-VCH, Weinheim 2023 (ISBN: 978-3-527-34815-2).

(2) Pace, V.; Castoldi, L.; Mazzeo, E.; Rui, M.; Langer, T.; Holzer, W. Angew. Chem. Int. Ed. 2017, 56, 12677-12682.

(3) (a) Ielo, L.; Touqeer, S.; Roller, A.; Langer, T.; Holzer, W.; Pace, V. Angew. Chem. Int. Ed. 2019, 58, 2479-2484. (b) Ielo, L.; Castoldi, L.; Touqeer, S.; Lombino, J.; Roller, A.; Prandi, C.; Holzer, W.; Pace, V. Angew. Chem. Int. Ed. 2020, 59, 20852- 20857. (c) Senatore, R.; Malik, M.; Langer, T.; Holzer, W.; Pace, V. Angew. Chem. Int. Ed. 2021, 60, 24854-24858.

(4) (a) Parisi, G.; Colella, M.; Monticelli, S.; Romanazzi, G.; Holzer, W.; Langer, T.; Degennaro, L.; Pace, V.; Luisi, R. J. Am. Chem. Soc. 2017, 139, 13648-13651. (b) Monticelli, S.; Colella, M.; Pillari, V.; Tota, A.; Langer, T.; Holzer, W.; Degennaro, L.; Luisi, R.; Pace, V. Org. Lett. 2019, 21, 584-588. (c) Senatore, R.; Malik, M.; Spreitzer, M.; Holzer, W.; Pace, V. Org. Lett. 2020, 22, 1345-1349. (d) For sequential nucleophilic additions - deoxygenations, see: Miele, M.; Citarella, A.; Langer, T.;Urban, E.; Zehl, M.; Holzer, W.; Ielo, L.; Pace, V. Org. Lett. 2020, 22, 7629-7634.

(5) Malik, M.; Senatore, R.; Langer, T.; Holzer, W.; Pace, V. Chem. Sci. 2023, 14, 10140-10146.

 

	Prof. Vittorio Pace

Vittorio Pace - since March 2020 - is Full Professor of Organic Chemistry at the University of Turin (Italy). He graduated in Pharmacy in 2005 from the University of Perugia and received the PhD in Chemical Sciences from the Complutense University of Madrid in 2010 under the guidance of Professor A. R. Alcántara. After postdoctoral training at Vienna (2010-2011, Prof. Holzer), Manchester (2011-2013, Prof. Procter) and Stockholm (2013-2014, Prof. Olofsson), he obtained a group leader position and a TenureTrack Professorship at the University of Vienna. In 2016 he received the Habilitation in Pharmaceutical Chemistry from the University of Vienna. He has been the recipient of a series of awards including the Ciamician Medal of the Italian Chemical Society, the Caglioti Prize of the Accademia Nazionale dei Lincei, the Young Investigator Award of the Faculty of Life Sciences at Vienna, the La Roche-Hoffmann Prize of the EFMC, the Innitzer Award, the Habilitation Award of the Austrian Chemical Society and, the Thieme Journal Award in 2020. In 2022 he was admitted at the Real Academia Nacional de Farmacia of Spain and, since 2020 he is a member of the European Pharmacopeia. In 2022 he received the Acreditación para Catedrático de Universidad (Area de Ciencias) from ANECA. His research core is represented by the design and development of new synthetic concepts with functionalized organometallic reagents with particular emphasis to homologation procedures. This work is crystallized in > 150 published papers. Prof. Pace supervised 12 doctoral theses and 50 MSc and BSc theses. He edited a two-volumes book for Wiley-VCH titled “Homologation Reactions: Reagents, Applications, and Mechanisms”, printed in July 2023. In October 2024 he has been the recipient of a PRIN project, as PI, focusing on the introduction of enantiopure halogen-containing C1-synthons with vistas to applicative uses in medicinal chemistry.