Laura Pirondini - Academia.edu (original) (raw)
Papers by Laura Pirondini
Dekker Encyclopedia of Nanoscience and Nanotechnology, Second Edition - Six Volume Set (Print Version), 2004
Of the self-assembly protocols developed so far, metal-directed self-assembly is particularly app... more Of the self-assembly protocols developed so far, metal-directed self-assembly is particularly appealing as a result of the large number of structural motifs and bond energies that are available through coordination chemistry. The most important feature is the great directionality ...
Dekker Encyclopedia of Nanoscience and Nanotechnology, Second Edition - Six Volume Set (Print Version), 2008
Modern Supramolecular Chemistry
Page 1. 7 Supramolecular 3D Architectures by Metal-directed Assembly of Synthetic Macrocycles Lau... more Page 1. 7 Supramolecular 3D Architectures by Metal-directed Assembly of Synthetic Macrocycles Laura Pirondini and Enrico Dalcanale 7.1 Introduction Synthetic macrocycles have played a major role in shaping the field of supramolec-ular chemistry. ...
Chemistry - A European Journal, 2010
The outstanding complexing properties of tetraphosphonate cavitands towards N-methylpyridinium sa... more The outstanding complexing properties of tetraphosphonate cavitands towards N-methylpyridinium salts were exploited to realise a new class of linear and cyclic AABB supramolecular polymers through host-guest interactions. The effectiveness of the selected self-association processes was tested by 1 H NMR studies, whereas mi-crocalorimetric analyses clarified the binding thermodynamics and revealed the possibility of tuning entropic contributions by acting on the flexibility of the guest linker. Although the formation of linear polymeric chains for a rigid system was demonstrated by Xray analysis, the presence of a concentration-dependent ring-chain equilibrium was indicated by solution viscosity measurements in the case of a very flexible ditopic BB guest co-monomer.
Chemistry - A European Journal, 2010
… cyclic-to-linear supramolecular ring-opening copolymerization driven by a reversible host-guest... more … cyclic-to-linear supramolecular ring-opening copolymerization driven by a reversible host-guest interaction between ditopic tetraphosphonate cavitands and N-methylpyridinium guests has been developed by E. Dalcanale et al. on page 14313 ff. The crystal structure of one copolymer shows the preference of the system for linear polymerization in the solid state.
Dekker Encyclopedia of Nanoscience and Nanotechnology, Third Edition, 2014
Catalytic transformations of alkynes have recently led to tremendous developments of synthetic me... more Catalytic transformations of alkynes have recently led to tremendous developments of synthetic methods with useful applications in the synthesis of natural products and molecular materials. Among them, the selective activations of terminal alkynes and propargylic ...
Container molecules are unique among synthetic molecular receptors because of their peculiar enca... more Container molecules are unique among synthetic molecular receptors because of their peculiar encapsu-lation properties.[1] Desired features of molecular cages comprise selectivity in guest encapsulation, control of guest orientation and dynamics within the cage, and ...
Supramolecular Chemistry, 2000
... Proofs to: Professor Rocco Ungaro, Dipartimento ... FeC13 (1.80 g, 11.2 mmol) in 30 mL of 1N ... more ... Proofs to: Professor Rocco Ungaro, Dipartimento ... FeC13 (1.80 g, 11.2 mmol) in 30 mL of 1N HCI (CAUTION!, HCN may develop) was added and the mixture stirred for an addi-tional 0.5 h. The resulting solid was filtered on a Buchner funnel and compounds 10 or 14 puri-fied by ...
Supramolecular Chemistry, 2000
... Proofs to: Professor Rocco Ungaro, Dipartimento ... FeC13 (1.80 g, 11.2 mmol) in 30 mL of 1N ... more ... Proofs to: Professor Rocco Ungaro, Dipartimento ... FeC13 (1.80 g, 11.2 mmol) in 30 mL of 1N HCI (CAUTION!, HCN may develop) was added and the mixture stirred for an addi-tional 0.5 h. The resulting solid was filtered on a Buchner funnel and compounds 10 or 14 puri-fied by ...
Cheminform, 2004
MASSERA b and Enrico DALCANALE a2,* a Dipartimento di Chimica Organica e Industriale and INSTM, U... more MASSERA b and Enrico DALCANALE a2,* a Dipartimento di Chimica Organica e Industriale and INSTM, UdR Parma, Università di Parma, Parco Area delle Scienze 17/A, 43100 Parma, Italy; e-mail: 1 laura.pirondini@unipr.it, 2 enrico.dalcanale@unipr.it b Dipartimento di ...
Supramolecular Chemistry, 2006
Several di-and tetrafunctionalized anion receptors have been synthesized by attaching 2,2,2-trifl... more Several di-and tetrafunctionalized anion receptors have been synthesized by attaching 2,2,2-trifluoroethanol binding groups at the upper rim of cone calix[4]arenes using two different synthetic procedures. The best results were obtained by treating calix[4]arene formyl ...
Angewandte Chemie-international Edition, 2003
As a first step in this direction we report on the design, preparation, and properties of cavitan... more As a first step in this direction we report on the design, preparation, and properties of cavitand 1, which is capable of bimodal, independent self-assembling interactions, namely solvophobic aggregation and metal coordination. The self-assembly cycle in Scheme 1 was devised to ...
Proceedings of The National Academy of Sciences, 2002
A highly lipophilic polyion complex [Pt(en)2][PtCl2(en)2](1)4 (en, 1,2-diaminoethane) is prepared... more A highly lipophilic polyion complex [Pt(en)2][PtCl2(en)2](1)4 (en, 1,2-diaminoethane) is prepared from one-dimensional mixed valence Pt II ͞Pt IV complex and newly designed chiral amphiphile 1. The powdery sample showed purple color, which is a result of the mixed valence absorption of the linear chlorobridged complex (Pt II -Cl-Pt IV -Cl-)n. When the lipid complex is dispersed in dichloromethane, purple-colored dispersion is obtained at 0°C, whereas the color disappears after heating the solution to 21°C. The observed thermochromism is reversible with respect to the temperature changes and is ascribed to the reversible dissociation and reassembly of the self-assembling inorganic wires. Casting of the 0°C-purple dispersion on solid substrates affords honeycomb nanostructures in addition to the nanowires with the width of about 20 nm. The honeycomb patterns seem to be templated by the condensed water droplets that are formed and aligned on the rapidly evaporating dichloromethane solution. On the other hand, more regular honeycomb structures are exclusively obtained by casting the 21°C-colorless solution.
Cheminform, 2010
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Supramolecular Chemistry, 2007
Chemistry-a European Journal, 2006
The controllable switching of suitably bridged resorcin[4]arene cavitands between a “vase” confor... more The controllable switching of suitably bridged resorcin[4]arene cavitands between a “vase” conformation, with a cavity capable of guest inclusion, and a “kite” conformation, featuring an extended flattened surface, provides the basis for ongoing developments of dynamic molecular receptors, sensors, and molecular machines. This paper describes the synthesis, X-ray crystallographic characterization, and NMR analysis of the “vase–kite” switching behavior of a fully pyrazine-bridged cavitand and five other mixed-bridged quinoxaline-bridged cavitands with one methylene, phosphonate, or phosphate bridge. The pyrazine-bridged resorcin[4]arene cavitand displayed an unexpectedly high preference for the kite conformation in nonpolar solvents, relative to the quinoxaline-bridged analogue. This observation led to extensive solvent-dependent switching studies that provide a detailed picture of how solvent affects the thermal vase–kite equilibration. As for any thermodynamic process in the liquid phase, the conformational equilibrium is affected by how the solvent stabilizes the two individual states. Suitably sized solvents (benzene and derivatives) solvate the cavity of the vase form and reduce the propensity for the vase-to-kite transition. Correspondingly, the kite geometry becomes preferred in bulky solvents such as mesitylene, incapable of penetrating the vase cavity. As proposed earlier by Cram, the kite form is preferred at low temperatures due to the more favorable enthalpy of solvation of the enlarged surface. Furthermore, the kite conformation is more preferred in solvents with substantial hydrogen-bonding acidity: weak hydrogen-bonding interactions between the mildly basic quinoxaline and pyrazine nitrogen atoms and solvent molecules are more efficient in the open kite than in the closed vase form. Vase-to-kite conversion is entirely absent in dipolar aprotic solvents lacking any H-bonding acidity. Thermal vase–kite switching requires fully quinoxaline- or pyrazine-bridged cavitands, whereas pH-controlled switching is also applicable to systems incorporating only two or three such bridges.
Chemistry-a European Journal, 2008
Cheminform, 2007
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
![Research paper thumbnail of Inclusion of methano[60]fullerene derivatives in cavitand-based coordination cages](https://attachments.academia-assets.com/47996960/thumbnails/1.jpg)
](Tetrahedron, 2006
The X-ray study of self-assembled coordination cage 1, constituted of two tetrapyridyl-substitute... more The X-ray study of self-assembled coordination cage 1, constituted of two tetrapyridyl-substituted resorcin[4]arene cavitands coupled through four square-planar palladium complexes is reported. The coordination cage, embracing an internal cavity of ca. 840 Å 3 , reveals to have the right size for the inclusion of large molecules such as fullerenes. Cage 1 forms 1:1 complexes with methano[60]fullerene derivatives 3 and 4 bearing a dimethyl and a diethyl malonate addend, respectively. Evidence for inclusion complexation was provided by 1 H NMR spectroscopic studies and ESI-MS investigations, which unambiguously showed the formation of 1:1 fullerene-cage complexes. The association constants (K a ) were experimentally determined to be ca. 150 M K1 at 298 K in CD 2 Cl 2 . In both complexes 1$3 and 1$4, the malonate residue is threaded through one of the four lateral portals, as clearly shown by docking simulations. q
Dekker Encyclopedia of Nanoscience and Nanotechnology, Second Edition - Six Volume Set (Print Version), 2004
Of the self-assembly protocols developed so far, metal-directed self-assembly is particularly app... more Of the self-assembly protocols developed so far, metal-directed self-assembly is particularly appealing as a result of the large number of structural motifs and bond energies that are available through coordination chemistry. The most important feature is the great directionality ...
Dekker Encyclopedia of Nanoscience and Nanotechnology, Second Edition - Six Volume Set (Print Version), 2008
Modern Supramolecular Chemistry
Page 1. 7 Supramolecular 3D Architectures by Metal-directed Assembly of Synthetic Macrocycles Lau... more Page 1. 7 Supramolecular 3D Architectures by Metal-directed Assembly of Synthetic Macrocycles Laura Pirondini and Enrico Dalcanale 7.1 Introduction Synthetic macrocycles have played a major role in shaping the field of supramolec-ular chemistry. ...
Chemistry - A European Journal, 2010
The outstanding complexing properties of tetraphosphonate cavitands towards N-methylpyridinium sa... more The outstanding complexing properties of tetraphosphonate cavitands towards N-methylpyridinium salts were exploited to realise a new class of linear and cyclic AABB supramolecular polymers through host-guest interactions. The effectiveness of the selected self-association processes was tested by 1 H NMR studies, whereas mi-crocalorimetric analyses clarified the binding thermodynamics and revealed the possibility of tuning entropic contributions by acting on the flexibility of the guest linker. Although the formation of linear polymeric chains for a rigid system was demonstrated by Xray analysis, the presence of a concentration-dependent ring-chain equilibrium was indicated by solution viscosity measurements in the case of a very flexible ditopic BB guest co-monomer.
Chemistry - A European Journal, 2010
… cyclic-to-linear supramolecular ring-opening copolymerization driven by a reversible host-guest... more … cyclic-to-linear supramolecular ring-opening copolymerization driven by a reversible host-guest interaction between ditopic tetraphosphonate cavitands and N-methylpyridinium guests has been developed by E. Dalcanale et al. on page 14313 ff. The crystal structure of one copolymer shows the preference of the system for linear polymerization in the solid state.
Dekker Encyclopedia of Nanoscience and Nanotechnology, Third Edition, 2014
Catalytic transformations of alkynes have recently led to tremendous developments of synthetic me... more Catalytic transformations of alkynes have recently led to tremendous developments of synthetic methods with useful applications in the synthesis of natural products and molecular materials. Among them, the selective activations of terminal alkynes and propargylic ...
Container molecules are unique among synthetic molecular receptors because of their peculiar enca... more Container molecules are unique among synthetic molecular receptors because of their peculiar encapsu-lation properties.[1] Desired features of molecular cages comprise selectivity in guest encapsulation, control of guest orientation and dynamics within the cage, and ...
Supramolecular Chemistry, 2000
... Proofs to: Professor Rocco Ungaro, Dipartimento ... FeC13 (1.80 g, 11.2 mmol) in 30 mL of 1N ... more ... Proofs to: Professor Rocco Ungaro, Dipartimento ... FeC13 (1.80 g, 11.2 mmol) in 30 mL of 1N HCI (CAUTION!, HCN may develop) was added and the mixture stirred for an addi-tional 0.5 h. The resulting solid was filtered on a Buchner funnel and compounds 10 or 14 puri-fied by ...
Supramolecular Chemistry, 2000
... Proofs to: Professor Rocco Ungaro, Dipartimento ... FeC13 (1.80 g, 11.2 mmol) in 30 mL of 1N ... more ... Proofs to: Professor Rocco Ungaro, Dipartimento ... FeC13 (1.80 g, 11.2 mmol) in 30 mL of 1N HCI (CAUTION!, HCN may develop) was added and the mixture stirred for an addi-tional 0.5 h. The resulting solid was filtered on a Buchner funnel and compounds 10 or 14 puri-fied by ...
Cheminform, 2004
MASSERA b and Enrico DALCANALE a2,* a Dipartimento di Chimica Organica e Industriale and INSTM, U... more MASSERA b and Enrico DALCANALE a2,* a Dipartimento di Chimica Organica e Industriale and INSTM, UdR Parma, Università di Parma, Parco Area delle Scienze 17/A, 43100 Parma, Italy; e-mail: 1 laura.pirondini@unipr.it, 2 enrico.dalcanale@unipr.it b Dipartimento di ...
Supramolecular Chemistry, 2006
Several di-and tetrafunctionalized anion receptors have been synthesized by attaching 2,2,2-trifl... more Several di-and tetrafunctionalized anion receptors have been synthesized by attaching 2,2,2-trifluoroethanol binding groups at the upper rim of cone calix[4]arenes using two different synthetic procedures. The best results were obtained by treating calix[4]arene formyl ...
Angewandte Chemie-international Edition, 2003
As a first step in this direction we report on the design, preparation, and properties of cavitan... more As a first step in this direction we report on the design, preparation, and properties of cavitand 1, which is capable of bimodal, independent self-assembling interactions, namely solvophobic aggregation and metal coordination. The self-assembly cycle in Scheme 1 was devised to ...
Proceedings of The National Academy of Sciences, 2002
A highly lipophilic polyion complex [Pt(en)2][PtCl2(en)2](1)4 (en, 1,2-diaminoethane) is prepared... more A highly lipophilic polyion complex [Pt(en)2][PtCl2(en)2](1)4 (en, 1,2-diaminoethane) is prepared from one-dimensional mixed valence Pt II ͞Pt IV complex and newly designed chiral amphiphile 1. The powdery sample showed purple color, which is a result of the mixed valence absorption of the linear chlorobridged complex (Pt II -Cl-Pt IV -Cl-)n. When the lipid complex is dispersed in dichloromethane, purple-colored dispersion is obtained at 0°C, whereas the color disappears after heating the solution to 21°C. The observed thermochromism is reversible with respect to the temperature changes and is ascribed to the reversible dissociation and reassembly of the self-assembling inorganic wires. Casting of the 0°C-purple dispersion on solid substrates affords honeycomb nanostructures in addition to the nanowires with the width of about 20 nm. The honeycomb patterns seem to be templated by the condensed water droplets that are formed and aligned on the rapidly evaporating dichloromethane solution. On the other hand, more regular honeycomb structures are exclusively obtained by casting the 21°C-colorless solution.
Cheminform, 2010
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Supramolecular Chemistry, 2007
Chemistry-a European Journal, 2006
The controllable switching of suitably bridged resorcin[4]arene cavitands between a “vase” confor... more The controllable switching of suitably bridged resorcin[4]arene cavitands between a “vase” conformation, with a cavity capable of guest inclusion, and a “kite” conformation, featuring an extended flattened surface, provides the basis for ongoing developments of dynamic molecular receptors, sensors, and molecular machines. This paper describes the synthesis, X-ray crystallographic characterization, and NMR analysis of the “vase–kite” switching behavior of a fully pyrazine-bridged cavitand and five other mixed-bridged quinoxaline-bridged cavitands with one methylene, phosphonate, or phosphate bridge. The pyrazine-bridged resorcin[4]arene cavitand displayed an unexpectedly high preference for the kite conformation in nonpolar solvents, relative to the quinoxaline-bridged analogue. This observation led to extensive solvent-dependent switching studies that provide a detailed picture of how solvent affects the thermal vase–kite equilibration. As for any thermodynamic process in the liquid phase, the conformational equilibrium is affected by how the solvent stabilizes the two individual states. Suitably sized solvents (benzene and derivatives) solvate the cavity of the vase form and reduce the propensity for the vase-to-kite transition. Correspondingly, the kite geometry becomes preferred in bulky solvents such as mesitylene, incapable of penetrating the vase cavity. As proposed earlier by Cram, the kite form is preferred at low temperatures due to the more favorable enthalpy of solvation of the enlarged surface. Furthermore, the kite conformation is more preferred in solvents with substantial hydrogen-bonding acidity: weak hydrogen-bonding interactions between the mildly basic quinoxaline and pyrazine nitrogen atoms and solvent molecules are more efficient in the open kite than in the closed vase form. Vase-to-kite conversion is entirely absent in dipolar aprotic solvents lacking any H-bonding acidity. Thermal vase–kite switching requires fully quinoxaline- or pyrazine-bridged cavitands, whereas pH-controlled switching is also applicable to systems incorporating only two or three such bridges.
Chemistry-a European Journal, 2008
Cheminform, 2007
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.
Tetrahedron, 2006
The X-ray study of self-assembled coordination cage 1, constituted of two tetrapyridyl-substitute... more The X-ray study of self-assembled coordination cage 1, constituted of two tetrapyridyl-substituted resorcin[4]arene cavitands coupled through four square-planar palladium complexes is reported. The coordination cage, embracing an internal cavity of ca. 840 Å 3 , reveals to have the right size for the inclusion of large molecules such as fullerenes. Cage 1 forms 1:1 complexes with methano[60]fullerene derivatives 3 and 4 bearing a dimethyl and a diethyl malonate addend, respectively. Evidence for inclusion complexation was provided by 1 H NMR spectroscopic studies and ESI-MS investigations, which unambiguously showed the formation of 1:1 fullerene-cage complexes. The association constants (K a ) were experimentally determined to be ca. 150 M K1 at 298 K in CD 2 Cl 2 . In both complexes 1$3 and 1$4, the malonate residue is threaded through one of the four lateral portals, as clearly shown by docking simulations. q