Walter Panzeri - Academia.edu (original) (raw)
Papers by Walter Panzeri
Beilstein Journal of Organic Chemistry, 2014
European Journal of Organic Chemistry, 2005
Bazzini, C., Brovelli, S., Caronna, T., Gambarotti, C., Giannone, M., Macchi, P., Meinardi, F., M... more Bazzini, C., Brovelli, S., Caronna, T., Gambarotti, C., Giannone, M., Macchi, P., Meinardi, F., Mele, A., Panzeri, W., Recupero, F., Sironi, A. and Tubino, R.(2005), Synthesis and Characterization of Some Aza [5] helicenes. European Journal of Organic Chemistry, ...
The Journal of Physical Chemistry B, 2009
A theoretical and experimental study about the formation and structure of the inclusion complex (... more A theoretical and experimental study about the formation and structure of the inclusion complex (-)-menthyl-O--D-glucopyranoside 1 with -cyclodextrin ( -CD) 2 is presented as paradigmatic case study to test the results of molecular dynamics (MD) simulations. The customary methodological approachsthe use of experimental geometrical parameters as restraints for MD runssis logically reversed and the calculated structures are a posteriori compared with those obtained from NMR spectroscopy in D 2 O solution and single crystal X-ray diffraction so as to validate the simulation procedure. The guest molecule 1 allows for a broad repertoire of intermolecular interactions (dipolar, hydrophobic, hydrogen bonds) concurring to stabilize the host-guest complex, thus providing the general applicability of the simulation procedure to cyclodextrin physical chemistry. Many starting geometries of the host-guest association were chosen, not assuming any a priori inclusion. The simulation protocol, involving energy minimization and MD runs in explicit water, yielded four possible inclusion geometries, ruling out higher-energy outer adducts. By analysis of the average energy at room temperature, the most stable geometry in solution was eventually obtained, while the kinetics of formation showed that it is also kinetically favored. The reliability of such geometry was thoroughly checked against the NOE distances via the pair distribution functions, that is, the statistical distribution of intermolecular distances among selected diagnostic atoms calculated from the MD trajectories at room temperature. An analogous procedure was adopted both with implicit solvent and in Vacuo. The most stable geometry matched that found with explicit solvent but major differences were observed in the relative stability of the metastable complexes as a consequence of the lack of hydration on the polar moiety of the guest. Finally, a control set of geometrical parameters of the thermodynamically favored complex matched the corresponding one obtained from the X-ray structure, while local conformational differences were indicative of packing effects.
European Journal of Organic Chemistry, 2005
European Journal of Organic Chemistry, 2005
Bazzini, C., Brovelli, S., Caronna, T., Gambarotti, C., Giannone, M., Macchi, P., Meinardi, F., M... more Bazzini, C., Brovelli, S., Caronna, T., Gambarotti, C., Giannone, M., Macchi, P., Meinardi, F., Mele, A., Panzeri, W., Recupero, F., Sironi, A. and Tubino, R.(2005), Synthesis and Characterization of Some Aza [5] helicenes. European Journal of Organic Chemistry, ...
![Research paper thumbnail of Monoaza[5]helicenes. Part 2: Synthesis, characterisation and theoretical calculations](https://attachments.academia-assets.com/44287776/thumbnails/1.jpg)
](The synthesis of four different monoaza helicenes is reported, to complete the whole series of th... more The synthesis of four different monoaza helicenes is reported, to complete the whole series of these compounds, so that systematic studies on their properties can be carried out. They were fully characterised via NMR. A theoretical approach to explain why ring closure occurs to give the most crowded compound is reported, in comparison with earlier calculation methods. q
European Journal of Organic Chemistry, 2000
![Research paper thumbnail of Monoaza[5]helicenes. Part 2: Synthesis, characterisation and theoretical calculations](https://attachments.academia-assets.com/44287753/thumbnails/1.jpg)
](Tetrahedron, 2006
The synthesis of four different monoaza helicenes is reported, to complete the whole series of th... more The synthesis of four different monoaza helicenes is reported, to complete the whole series of these compounds, so that systematic studies on their properties can be carried out. They were fully characterised via NMR. A theoretical approach to explain why ring closure occurs to give the most crowded compound is reported, in comparison with earlier calculation methods. q
![Research paper thumbnail of Synthesis, crystal structure and crystal packing of diaza[5]helicenes](https://attachments.academia-assets.com/44287782/thumbnails/1.jpg)
](New Journal of Chemistry, 2008
Analysis of the crystalline packing of known aza helicenes is presented together with some newly ... more Analysis of the crystalline packing of known aza helicenes is presented together with some newly synthesized diaza[5]helicenes species, characterized by NMR spectroscopy and X-ray diffraction. The comparison with carbo[5]helicenes and monoaza[5]helicenes emphasizes the importance of the ''shape factor'' (responsible of the isomorphism between some species in the series) as well as the lack of a unique supramolecular effect organizing the molecules in the crystals (responsible for the polymorphism observed for some compounds).
New Journal of Chemistry, 2010
... Elena Macerata,a Franca Castiglione,b Walter Panzeri,c Mario Mariani,a Francesco Sansone,d Al... more ... Elena Macerata,a Franca Castiglione,b Walter Panzeri,c Mario Mariani,a Francesco Sansone,d Alessandro Casnati*d and Andrea Mele*b ... 7 C. Hill, F. Arnaud-Neu, A. Glez-Espartero, JF Desreux, G. Modolo, S. Bourg, R. Malmbeck, C. Caravaca, M. Harrison, G. De Angelis, J ...
Tetrahedron Letters, 2009
... Serena Bigotti a , Luciana Malpezzi a , Marco Molteni a , Andrea Mele a , Walter Panzeri a an... more ... Serena Bigotti a , Luciana Malpezzi a , Marco Molteni a , Andrea Mele a , Walter Panzeri a and Matteo Zanda a , b , Corresponding Author Contact Information , E-mail The Corresponding ... 5 (a)J. Turconi, L. Lebeau, J.-M. Paris and C. Mioskowski, Tetrahedron 62 (2006), pp. ...
Rapid Communications in Mass Spectrometry, 2014
The study of surfactant organization in vacuum allows surfactant-surfactant interaction to be unv... more The study of surfactant organization in vacuum allows surfactant-surfactant interaction to be unveiled in the absence of surrounding solvent molecules. Knowledge on their chemical-physical properties may also lead to the definition of more efficient gas-phase carriers, air-cleaning agents and nanoreactors. In addition, the presence of lanthanide-group ions adds unique photochemical properties to surfactants. The structural features, stability and fragmentation patterns of charged aggregates formed by lanthanide-functionalized surfactants, ytterbium and erbium bis(2-ethylhexyl)sulfosuccinate ((AOT)3Yb and (AOT)3Er), have been investigated by electrospray ionization mass spectrometry (ESI-MS), tandem mass spectrometry (ESI-MS/MS) and energy-resolved mass spectrometry (ER-MS). The experimental data indicate that the self-assembling of (AOT)3Yb and (AOT)3Er in the gas phase leads to the formation of a wide range of singly charged aggregates differing in their aggregation number, relative abundance and stability. In addition to specific effects on aggregate organization due to the presence of lanthanide ions, ER-MS experiments show rearrangements and in-cage reactions activated by collision, eventually including alkyl chain intra-cluster migration. Analysis of the experimental findings suggests that the observed chemical transformations occur within an organized supramolecular assembly rather than in a random association of components. The fragmentation pathways leading to the neutral loss of a fragment of nominal mass 534 Da, assigned as C28 H54 O7 S, from some positively charged aggregates has been rationalized.
ChemPlusChem, 2015
The cover picture shows the preparation of adsorbent sponges for water remediation from TEMPO-oxi... more The cover picture shows the preparation of adsorbent sponges for water remediation from TEMPO-oxidized cellulose nanofibers (TOCNF) and branched polyethyleneimine (bPEI; 25 kDa). The cross-linking occurs between the carboxylic groups of TOCNF and the primary amino groups of bPEI during the thermal treatment of freeze-dried TOCNF-bPEI composites. These materials combine good mechanical stability in water, compared to TOCNF, with interesting performance in removing both heavy metals and phenolic derivatives from water. Details are given in the Full Paper by Lucio Melone and Carlo Punta et al.
Journal of Pharmaceutical and Biomedical Analysis, 2010
Two polymorphic forms of benfluorex hydrochloride, phases I and II, were isolated as monophasic p... more Two polymorphic forms of benfluorex hydrochloride, phases I and II, were isolated as monophasic polycrystalline samples, and structurally characterized using ab initio X-ray powder diffraction methods and a global optimization strategy (simulated annealing). Form I crystallizes in monoclinic system, space group P2(1)/n, with Z=4, a=21.0719(10)A, b=7.0563(4)A, c=14.8684(7)A, beta=116.998(3) degrees , V=1969.8(2)A(3), while Form II crystallizes in the orthorhombic space group Pbca, with Z=8, a=33.8031(2)A, b=15.1451(8)A, c=7.6138(6)A, V=3897.9(4)A(3). Crystals of Form I and Form II of benfluorex hydrochloride are based upon an ionic packing of protonated benfluorex molecules at the most basic site, the N1 atoms, and chloride anions. Form I shows the presence of mu-Cl ions, generating centrosymmetric dimers with a N(2)Cl(2) moiety, while Form II contains antiparallel chains of C-H...O hydrogen-bonded molecules running along c axis. DSC and thermodiffractometric measurements showed that heating progressively Form II from ambient temperature to 160 degrees C causes a phase transition to the thermodynamically stable Form I, immediately followed by the sample melting, near 165 degrees C. Recrystallization directly to Form I is observed when the melt is cooled back to ambient temperature, with a significant hysteresis (this event being centered near 130 degrees C).
The Journal of Physical Chemistry B, 2009
A theoretical and experimental study about the formation and structure of the inclusion complex (... more A theoretical and experimental study about the formation and structure of the inclusion complex (-)-menthyl-O--D-glucopyranoside 1 with -cyclodextrin ( -CD) 2 is presented as paradigmatic case study to test the results of molecular dynamics (MD) simulations. The customary methodological approachsthe use of experimental geometrical parameters as restraints for MD runssis logically reversed and the calculated structures are a posteriori compared with those obtained from NMR spectroscopy in D 2 O solution and single crystal X-ray diffraction so as to validate the simulation procedure. The guest molecule 1 allows for a broad repertoire of intermolecular interactions (dipolar, hydrophobic, hydrogen bonds) concurring to stabilize the host-guest complex, thus providing the general applicability of the simulation procedure to cyclodextrin physical chemistry. Many starting geometries of the host-guest association were chosen, not assuming any a priori inclusion. The simulation protocol, involving energy minimization and MD runs in explicit water, yielded four possible inclusion geometries, ruling out higher-energy outer adducts. By analysis of the average energy at room temperature, the most stable geometry in solution was eventually obtained, while the kinetics of formation showed that it is also kinetically favored. The reliability of such geometry was thoroughly checked against the NOE distances via the pair distribution functions, that is, the statistical distribution of intermolecular distances among selected diagnostic atoms calculated from the MD trajectories at room temperature. An analogous procedure was adopted both with implicit solvent and in Vacuo. The most stable geometry matched that found with explicit solvent but major differences were observed in the relative stability of the metastable complexes as a consequence of the lack of hydration on the polar moiety of the guest. Finally, a control set of geometrical parameters of the thermodynamically favored complex matched the corresponding one obtained from the X-ray structure, while local conformational differences were indicative of packing effects.
European Journal of Organic Chemistry, 2001
... Amparo Asensio 3 ,; Pierfrancesco Bravo 1,2 ,; Marcello Crucianelli 1 ,; Alessandra Farina 1 ... more ... Amparo Asensio 3 ,; Pierfrancesco Bravo 1,2 ,; Marcello Crucianelli 1 ,; Alessandra Farina 1 ,;Santos Fustero 3 ,; Juan García Soler 3 ,; Stefano V. Meille 1 ,; Walter Panzeri 2 ,; Fiorenza Viani 2 ,; Alessandro Volonterio 1 ,; Matteo Zanda 1. Article first published online: 9 MAR 2001 ...
Journal of Fluorine Chemistry, 2005
... Walter Panzeri b , Tullio Pilati c , Giuseppe Resnati a , Corresponding Author Contact Inform... more ... Walter Panzeri b , Tullio Pilati c , Giuseppe Resnati a , Corresponding Author Contact Information , E-mail The Corresponding Author , Maurizio Ursini a and Thomas A. Logothetis a. a Department of Chemistry, Materials and Chemical Engineering Giulio Natta, Polytechnic of ...
Beilstein Journal of Organic Chemistry, 2014
European Journal of Organic Chemistry, 2005
Bazzini, C., Brovelli, S., Caronna, T., Gambarotti, C., Giannone, M., Macchi, P., Meinardi, F., M... more Bazzini, C., Brovelli, S., Caronna, T., Gambarotti, C., Giannone, M., Macchi, P., Meinardi, F., Mele, A., Panzeri, W., Recupero, F., Sironi, A. and Tubino, R.(2005), Synthesis and Characterization of Some Aza [5] helicenes. European Journal of Organic Chemistry, ...
The Journal of Physical Chemistry B, 2009
A theoretical and experimental study about the formation and structure of the inclusion complex (... more A theoretical and experimental study about the formation and structure of the inclusion complex (-)-menthyl-O--D-glucopyranoside 1 with -cyclodextrin ( -CD) 2 is presented as paradigmatic case study to test the results of molecular dynamics (MD) simulations. The customary methodological approachsthe use of experimental geometrical parameters as restraints for MD runssis logically reversed and the calculated structures are a posteriori compared with those obtained from NMR spectroscopy in D 2 O solution and single crystal X-ray diffraction so as to validate the simulation procedure. The guest molecule 1 allows for a broad repertoire of intermolecular interactions (dipolar, hydrophobic, hydrogen bonds) concurring to stabilize the host-guest complex, thus providing the general applicability of the simulation procedure to cyclodextrin physical chemistry. Many starting geometries of the host-guest association were chosen, not assuming any a priori inclusion. The simulation protocol, involving energy minimization and MD runs in explicit water, yielded four possible inclusion geometries, ruling out higher-energy outer adducts. By analysis of the average energy at room temperature, the most stable geometry in solution was eventually obtained, while the kinetics of formation showed that it is also kinetically favored. The reliability of such geometry was thoroughly checked against the NOE distances via the pair distribution functions, that is, the statistical distribution of intermolecular distances among selected diagnostic atoms calculated from the MD trajectories at room temperature. An analogous procedure was adopted both with implicit solvent and in Vacuo. The most stable geometry matched that found with explicit solvent but major differences were observed in the relative stability of the metastable complexes as a consequence of the lack of hydration on the polar moiety of the guest. Finally, a control set of geometrical parameters of the thermodynamically favored complex matched the corresponding one obtained from the X-ray structure, while local conformational differences were indicative of packing effects.
European Journal of Organic Chemistry, 2005
European Journal of Organic Chemistry, 2005
Bazzini, C., Brovelli, S., Caronna, T., Gambarotti, C., Giannone, M., Macchi, P., Meinardi, F., M... more Bazzini, C., Brovelli, S., Caronna, T., Gambarotti, C., Giannone, M., Macchi, P., Meinardi, F., Mele, A., Panzeri, W., Recupero, F., Sironi, A. and Tubino, R.(2005), Synthesis and Characterization of Some Aza [5] helicenes. European Journal of Organic Chemistry, ...
The synthesis of four different monoaza helicenes is reported, to complete the whole series of th... more The synthesis of four different monoaza helicenes is reported, to complete the whole series of these compounds, so that systematic studies on their properties can be carried out. They were fully characterised via NMR. A theoretical approach to explain why ring closure occurs to give the most crowded compound is reported, in comparison with earlier calculation methods. q
European Journal of Organic Chemistry, 2000
Tetrahedron, 2006
The synthesis of four different monoaza helicenes is reported, to complete the whole series of th... more The synthesis of four different monoaza helicenes is reported, to complete the whole series of these compounds, so that systematic studies on their properties can be carried out. They were fully characterised via NMR. A theoretical approach to explain why ring closure occurs to give the most crowded compound is reported, in comparison with earlier calculation methods. q
New Journal of Chemistry, 2008
Analysis of the crystalline packing of known aza helicenes is presented together with some newly ... more Analysis of the crystalline packing of known aza helicenes is presented together with some newly synthesized diaza[5]helicenes species, characterized by NMR spectroscopy and X-ray diffraction. The comparison with carbo[5]helicenes and monoaza[5]helicenes emphasizes the importance of the ''shape factor'' (responsible of the isomorphism between some species in the series) as well as the lack of a unique supramolecular effect organizing the molecules in the crystals (responsible for the polymorphism observed for some compounds).
New Journal of Chemistry, 2010
... Elena Macerata,a Franca Castiglione,b Walter Panzeri,c Mario Mariani,a Francesco Sansone,d Al... more ... Elena Macerata,a Franca Castiglione,b Walter Panzeri,c Mario Mariani,a Francesco Sansone,d Alessandro Casnati*d and Andrea Mele*b ... 7 C. Hill, F. Arnaud-Neu, A. Glez-Espartero, JF Desreux, G. Modolo, S. Bourg, R. Malmbeck, C. Caravaca, M. Harrison, G. De Angelis, J ...
Tetrahedron Letters, 2009
... Serena Bigotti a , Luciana Malpezzi a , Marco Molteni a , Andrea Mele a , Walter Panzeri a an... more ... Serena Bigotti a , Luciana Malpezzi a , Marco Molteni a , Andrea Mele a , Walter Panzeri a and Matteo Zanda a , b , Corresponding Author Contact Information , E-mail The Corresponding ... 5 (a)J. Turconi, L. Lebeau, J.-M. Paris and C. Mioskowski, Tetrahedron 62 (2006), pp. ...
Rapid Communications in Mass Spectrometry, 2014
The study of surfactant organization in vacuum allows surfactant-surfactant interaction to be unv... more The study of surfactant organization in vacuum allows surfactant-surfactant interaction to be unveiled in the absence of surrounding solvent molecules. Knowledge on their chemical-physical properties may also lead to the definition of more efficient gas-phase carriers, air-cleaning agents and nanoreactors. In addition, the presence of lanthanide-group ions adds unique photochemical properties to surfactants. The structural features, stability and fragmentation patterns of charged aggregates formed by lanthanide-functionalized surfactants, ytterbium and erbium bis(2-ethylhexyl)sulfosuccinate ((AOT)3Yb and (AOT)3Er), have been investigated by electrospray ionization mass spectrometry (ESI-MS), tandem mass spectrometry (ESI-MS/MS) and energy-resolved mass spectrometry (ER-MS). The experimental data indicate that the self-assembling of (AOT)3Yb and (AOT)3Er in the gas phase leads to the formation of a wide range of singly charged aggregates differing in their aggregation number, relative abundance and stability. In addition to specific effects on aggregate organization due to the presence of lanthanide ions, ER-MS experiments show rearrangements and in-cage reactions activated by collision, eventually including alkyl chain intra-cluster migration. Analysis of the experimental findings suggests that the observed chemical transformations occur within an organized supramolecular assembly rather than in a random association of components. The fragmentation pathways leading to the neutral loss of a fragment of nominal mass 534 Da, assigned as C28 H54 O7 S, from some positively charged aggregates has been rationalized.
ChemPlusChem, 2015
The cover picture shows the preparation of adsorbent sponges for water remediation from TEMPO-oxi... more The cover picture shows the preparation of adsorbent sponges for water remediation from TEMPO-oxidized cellulose nanofibers (TOCNF) and branched polyethyleneimine (bPEI; 25 kDa). The cross-linking occurs between the carboxylic groups of TOCNF and the primary amino groups of bPEI during the thermal treatment of freeze-dried TOCNF-bPEI composites. These materials combine good mechanical stability in water, compared to TOCNF, with interesting performance in removing both heavy metals and phenolic derivatives from water. Details are given in the Full Paper by Lucio Melone and Carlo Punta et al.
Journal of Pharmaceutical and Biomedical Analysis, 2010
Two polymorphic forms of benfluorex hydrochloride, phases I and II, were isolated as monophasic p... more Two polymorphic forms of benfluorex hydrochloride, phases I and II, were isolated as monophasic polycrystalline samples, and structurally characterized using ab initio X-ray powder diffraction methods and a global optimization strategy (simulated annealing). Form I crystallizes in monoclinic system, space group P2(1)/n, with Z=4, a=21.0719(10)A, b=7.0563(4)A, c=14.8684(7)A, beta=116.998(3) degrees , V=1969.8(2)A(3), while Form II crystallizes in the orthorhombic space group Pbca, with Z=8, a=33.8031(2)A, b=15.1451(8)A, c=7.6138(6)A, V=3897.9(4)A(3). Crystals of Form I and Form II of benfluorex hydrochloride are based upon an ionic packing of protonated benfluorex molecules at the most basic site, the N1 atoms, and chloride anions. Form I shows the presence of mu-Cl ions, generating centrosymmetric dimers with a N(2)Cl(2) moiety, while Form II contains antiparallel chains of C-H...O hydrogen-bonded molecules running along c axis. DSC and thermodiffractometric measurements showed that heating progressively Form II from ambient temperature to 160 degrees C causes a phase transition to the thermodynamically stable Form I, immediately followed by the sample melting, near 165 degrees C. Recrystallization directly to Form I is observed when the melt is cooled back to ambient temperature, with a significant hysteresis (this event being centered near 130 degrees C).
The Journal of Physical Chemistry B, 2009
A theoretical and experimental study about the formation and structure of the inclusion complex (... more A theoretical and experimental study about the formation and structure of the inclusion complex (-)-menthyl-O--D-glucopyranoside 1 with -cyclodextrin ( -CD) 2 is presented as paradigmatic case study to test the results of molecular dynamics (MD) simulations. The customary methodological approachsthe use of experimental geometrical parameters as restraints for MD runssis logically reversed and the calculated structures are a posteriori compared with those obtained from NMR spectroscopy in D 2 O solution and single crystal X-ray diffraction so as to validate the simulation procedure. The guest molecule 1 allows for a broad repertoire of intermolecular interactions (dipolar, hydrophobic, hydrogen bonds) concurring to stabilize the host-guest complex, thus providing the general applicability of the simulation procedure to cyclodextrin physical chemistry. Many starting geometries of the host-guest association were chosen, not assuming any a priori inclusion. The simulation protocol, involving energy minimization and MD runs in explicit water, yielded four possible inclusion geometries, ruling out higher-energy outer adducts. By analysis of the average energy at room temperature, the most stable geometry in solution was eventually obtained, while the kinetics of formation showed that it is also kinetically favored. The reliability of such geometry was thoroughly checked against the NOE distances via the pair distribution functions, that is, the statistical distribution of intermolecular distances among selected diagnostic atoms calculated from the MD trajectories at room temperature. An analogous procedure was adopted both with implicit solvent and in Vacuo. The most stable geometry matched that found with explicit solvent but major differences were observed in the relative stability of the metastable complexes as a consequence of the lack of hydration on the polar moiety of the guest. Finally, a control set of geometrical parameters of the thermodynamically favored complex matched the corresponding one obtained from the X-ray structure, while local conformational differences were indicative of packing effects.
European Journal of Organic Chemistry, 2001
... Amparo Asensio 3 ,; Pierfrancesco Bravo 1,2 ,; Marcello Crucianelli 1 ,; Alessandra Farina 1 ... more ... Amparo Asensio 3 ,; Pierfrancesco Bravo 1,2 ,; Marcello Crucianelli 1 ,; Alessandra Farina 1 ,;Santos Fustero 3 ,; Juan García Soler 3 ,; Stefano V. Meille 1 ,; Walter Panzeri 2 ,; Fiorenza Viani 2 ,; Alessandro Volonterio 1 ,; Matteo Zanda 1. Article first published online: 9 MAR 2001 ...
Journal of Fluorine Chemistry, 2005
... Walter Panzeri b , Tullio Pilati c , Giuseppe Resnati a , Corresponding Author Contact Inform... more ... Walter Panzeri b , Tullio Pilati c , Giuseppe Resnati a , Corresponding Author Contact Information , E-mail The Corresponding Author , Maurizio Ursini a and Thomas A. Logothetis a. a Department of Chemistry, Materials and Chemical Engineering Giulio Natta, Polytechnic of ...