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34 results on '"Mazzeo, Giuseppe"'

2. Vibrational and Electronic Circular Dichroism Study of Chiral Seleno Compounds Prepared from a Naphthol Based Diselenide

Author

Mangiavacchi, Francesca, primary, Mazzeo, Giuseppe, additional, Graziani, Maria Chiara, additional, Marini, Francesca, additional, Drabowicz, Józef, additional, Wielgus, Ewelina, additional, Sancineto, Luca, additional, Longhi, Giovanna, additional, Vivani, Riccardo, additional, Abbate, Sergio, additional, and Santi, Claudio, additional

Published
2022
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6. Sulfoxide-Induced Homochiral Folding of o-OPEs by AgI Templating: Structure and Chiroptical Properties

Author

Resa, Sandra, Miguel Álvarez, Delia, Guisán-Ceinos, Santiago, Mazzeo, Giuseppe, Choquesillo Lazarte, Duane, Abbate, Sergio, Crovetto González, Luis, Cárdenas, Diego J., Carreño, M. Carmen, Ribagorda, María, Longhi, Giovanna, Mota Ávila, Antonio José, Álvarez Cienfuegos Rodríguez, Luis, and Cuerva Carvajal, Juan Manuel

Subjects
Chiroptical properties, Host-guest systems, Supramolecular Chemistry, Helical structures, Nanostructures
Abstract

"This is the peer reviewed version of the following article: Resa, S.; et al. Sulfoxide-Induced Homochiral Folding of o-OPEs by AgI Templating: Structure and Chiroptical Properties. Chemistry a European Journal, 2018, which has been published in final form at http://dx.doi.org/10.1002/chem.201704897 . This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving.", A new family of homochiral silver complexes based on carbophilic interactions with ortho-phenyleneethynylene (o-OPE) scaffolds containing up to two silver atoms is described. These compounds represent a unique class of complexes with chirality at the metal. Chiral induction is based on the inclusion of chiral sulfoxides which allow an efficient transfer of chirality to the helically folded o-OPE, leading to CPL and VCD active compounds. In the presence of AgI cation carbophilic interactions dominate, promoting helical structures with a defined helicity. This is one of the very scarce examples of the use of such interactions in the attractive field of abiotic foldamers. The switching event has been extensively studied using different chiroptical techniques including CD, CPL and VCD, also representing one of the few CPL switches described in literature., We thank MINECO (FEDER funded grant CTQ2014-53598-R). Computing Center CINECA, Bologna, Italy, Regione Lombardia for the LISA Grant No. “ChiPhyto: HPL13POZE1” and the “Centro de Supercomputación de la UGR” (UGRGRID) are acknowledged for access to computational facilities. Sandra Resa thanks the MECD for a FPU fellowship.

Published
2018
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7. Self‐Standing Membranes Consisting of Inherently Chiral Electroactive Oligomers: Electrosynthesis, Characterization and Preliminary Tests in Potentiometric Setups

Author

Arnaboldi, Serena, primary, Vigo, Daniele, additional, Longhi, Mariangela, additional, Orsini, Francesco, additional, Riva, Sephira, additional, Grecchi, Sara, additional, Giacovelli, Elena, additional, Guglielmi, Vittoria, additional, Cirilli, Roberto, additional, Longhi, Giovanna, additional, Mazzeo, Giuseppe, additional, Benincori, Tiziana, additional, and Mussini, Patrizia R., additional

Published
2019
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9. Toward a general mixed quantum/classical method for the calculation of the vibronic ECD of a flexible dye molecule with different stable conformers: Revisiting the case of 2,2,2-trifluoro-anthrylethanol

Author

Cerezo, Javier, primary, Aranda, Daniel, additional, Avila Ferrer, Francisco J., additional, Prampolini, Giacomo, additional, Mazzeo, Giuseppe, additional, Longhi, Giovanna, additional, Abbate, Sergio, additional, and Santoro, Fabrizio, additional

Published
2018
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10. Sulfoxide-Induced Homochiral Folding of ortho -Phenylene Ethynylenes (o -OPEs) by Silver(I) Templating: Structure and Chiroptical Properties

Author

Resa, Sandra, primary, Miguel, Delia, additional, Guisán-Ceinos, Santiago, additional, Mazzeo, Giuseppe, additional, Choquesillo-Lazarte, Duane, additional, Abbate, Sergio, additional, Crovetto, Luis, additional, Cárdenas, Diego J., additional, Carreño, M. Carmen, additional, Ribagorda, María, additional, Longhi, Giovanna, additional, Mota, Antonio J., additional, Álvarez de Cienfuegos, Luis, additional, and Cuerva, Juan M., additional

Published
2018
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11. Cover Image, Volume 30, Issue 1

Author

Ghidinelli, Simone, primary, Longhi, Giovanna, additional, Mazzeo, Giuseppe, additional, Abbate, Sergio, additional, Boiadjiev, Stefan E., additional, and Lightner, David A., additional

Published
2017
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12. Exploring potentialities and limitations of stapledo-oligo(phenyleneethynylene)s (o-OPEs) as efficient circularly polarized luminescence emitters

Author

Reiné, Pablo, primary, Justicia, José, additional, Morcillo, Sara P., additional, Mazzeo, Giuseppe, additional, García-Fernández, Emilio, additional, Rodríguez-Diéguez, Antonio, additional, Álvarez de Cienfuegos, Luis, additional, Abbate, Sergio, additional, Cuerva, Juan M., additional, Longhi, Giovanna, additional, and Miguel, Delia, additional

Published
2017
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17. Enantiomeric 4-Acylamino-6-alkyloxy-2 Alkylthiopyrimidines As Potential A3Adenosine Receptor Antagonists: HPLC Chiral Resolution and Absolute Configuration Assignment by a Full Set of Chiroptical Spectroscopy

Author

Rossi, Daniela, primary, Nasti, Rita, additional, Marra, Annamaria, additional, Meneghini, Silvia, additional, Mazzeo, Giuseppe, additional, Longhi, Giovanna, additional, Memo, Maurizio, additional, Cosimelli, Barbara, additional, Greco, Giovanni, additional, Novellino, Ettore, additional, Da Settimo, Federico, additional, Martini, Claudia, additional, Taliani, Sabrina, additional, Abbate, Sergio, additional, and Collina, Simona, additional

Published
2016
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31. On the aggregation of bilirubinoids in solution as evidenced by VCD and ECD spectroscopy and DFT calculations.

Author

Ghidinelli S, Longhi G, Mazzeo G, Abbate S, Boiadjiev SE, and Lightner DA

Abstract

Vibrational and electronic circular dichroism (VCD and ECD) spectra of 3 optically active bilirubin analogs with propionic acid groups replaced by (1) 1-(S)-methylpropyl groups, (2) 3-acetoxy-1-(S)-methylpropyl groups, and (3) 1-(S)-2-(R)-dimethyl-2-(methoxycarbonyl)ethyl groups have been recorded at different concentrations in chloroform. The aliphatic chains attached to C-8 and C-12 of the 3 chosen mesobilirubins were modified so as to possess no OH group. The variation of the VCD spectra with concentration is consistent with the formation of dimers at high concentration. Density functional theory and time-dependent density functional theory calculations on monomeric and dimeric forms support such a conclusion. Comparing with previous VCD (ECD) and IR (UV) studies of other mesobilirubin molecules, it is concluded that here, the key feature for aggregation is the missing OH groups on the propionic acid chains. The latter, in synergy with the polar groups of lactam moieties, appear to be involved in intramolecular phenomena and thus favor monomeric forms. Investigation of ECD and UV spectra of the same compounds in mixed DMSO/chloroform solutions provide further clues to the proposed picture., (© 2017 Wiley Periodicals, Inc.)

Published
2018
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32. Exploring potentialities and limitations of stapled o-oligo(phenyleneethynylene)s (o-OPEs) as efficient circularly polarized luminescence emitters.

Author

Reiné P, Justicia J, Morcillo SP, Mazzeo G, García-Fernández E, Rodríguez-Diéguez A, Álvarez de Cienfuegos L, Abbate S, Cuerva JM, Longhi G, and Miguel D

Abstract

In this paper, we have studied the chiroptical properties of a family of o-oligo(phenyleneethynylene) (o-OPE) derivatives with different steric hindrance. Experimental results show high dissymmetry factors (g abs and g lum up to 1.1 × 10 -2 ) and very similar electronic circular dichroism (ECD) and circularly polarized luminescence (CPL) for all the derivatives that make this basic o-OPE scaffold a robust pure organic emitter. Vibrational circular dichroism spectra are used to characterize conformational properties in solution. Density functional theory and time-dependent density functional theory calculations support experimental results also proving that ECD and CPL are almost exclusively linked to helical moiety and not to size or conformation of substituents. As chiroptical properties of these emitters are independent of substituents, this OPE scaffold can be used as basic skeleton for the design of sensing probes with high CPL efficiencies., (© 2017 Wiley Periodicals, Inc.)

Published
2018
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33. Enantiomeric 4-Acylamino-6-alkyloxy-2 Alkylthiopyrimidines As Potential A3 Adenosine Receptor Antagonists: HPLC Chiral Resolution and Absolute Configuration Assignment by a Full Set of Chiroptical Spectroscopy.

Author

Rossi D, Nasti R, Marra A, Meneghini S, Mazzeo G, Longhi G, Memo M, Cosimelli B, Greco G, Novellino E, Da Settimo F, Martini C, Taliani S, Abbate S, and Collina S

Subjects
Circular Dichroism, Models, Molecular, Molecular Structure, Optical Rotatory Dispersion, Pyrimidines chemistry, Stereoisomerism, Adenosine A3 Receptor Antagonists chemistry, Chromatography, High Pressure Liquid methods
Abstract

The chiral separation of enantiomeric couples of three potential A3 adenosine receptor antagonists: (R/S)-N-(6-(1-phenylethoxy)-2-(propylthio)pyrimidin-4-yl)acetamide (), (R/S)-N-(2-(1-phenylethylthio)-6-propoxypyrimidin-4-yl)acetamide (), and (R/S)-N-(2-(benzylthio)-6-sec-butoxypyrimidin-4-yl)acetamide () was achieved by high-performance liquid chromatography (HPLC). Three types of chiroptical spectroscopies, namely, optical rotatory dispersion (ORD), electronic circular dichroism (ECD), and vibrational circular dichroism (VCD), were applied to enantiomeric compounds. Through comparison with Density Functional Theory (DFT) calculations, encompassing extensive conformational analysis, full assignment of the absolute configuration (AC) for the three sets of compounds was obtained. Chirality 28:434-440, 2016. © 2016 Wiley Periodicals, Inc., (© 2016 Wiley Periodicals, Inc.)

Published
2016
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34. Absolute Configuration Assignment of a Paraconic Acid Derivative via Vibrational Circular Dichroism Spectroscopy and Density Functional Theory Calculation.

Author

Meninno S, Rizzo P, Abbate S, Longhi G, Mazzeo G, Monaco G, Lattanzi A, and Zanasi R

Subjects
Circular Dichroism, Models, Molecular, Molecular Conformation, Quantum Theory, Stereoisomerism, 4-Butyrolactone analogs & derivatives, 4-Butyrolactone chemistry
Abstract

Density functional theory calculation of the vibrational circular dichroism spectrum was used to assign the absolute configuration of an all-carbon quaternary β-stereocenter of a γ-butyrolactone recently synthesized through an asymmetric organocatalytic tandem aldol/lactonization sequence. Comparison with the experimental spectrum is satisfactory, on account of the fact that spectroscopic features are weak due to the presence of multiple conformers. As a result, the (R) absolute configuration was assigned to the (+) optical isomer., (© 2015 Wiley Periodicals, Inc.)

Published
2016
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