0000000001304992

AUTHOR

Gabriella Cavallo

showing 18 related works from this author

In the Pursuit of Efficient Anion-Binding Organic Ligands Based on Halogen Bonding

2013

The syntheses and the crystal structures of new multitopic anion-binding organic ligands based on a benzenoid scaffold and bearing two or three 2-iodo-imidazolium arms are reported. The quite short...

Halogen bondChemistryPolymer chemistryOrganic chemistryGeneral Materials ScienceGeneral ChemistryCrystal structureCondensed Matter PhysicsAnion bindingta116Crystal Growth and Design
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Dissecting the packing forces in mixed perfluorocarbon/aromatic co-crystals

2021

We carried out a systematic evaluation of the packing forces in co-crystals featuring monoiodo- and diiodo-perfluoroalkanes and 1,2,4-oxadiazoles through single crystal X-ray diffraction and theoretical analysis. The molecules assemble via a combination of halogen bonding and specific dispersive interactions involving the perfluorinated units. We quantitatively elucidated the nature and strength of such interactions through solid-state calculations and Hirshfeld surface analysis. One of the co-crystals, formed by two monoiodoperfluorodecane molecules, the longest perfluorinated chain ever solved at the atomic level, allowed us to fully highlight the role of fluorous interactions.

DiffractionMaterials scienceHalogen bondperfluorocarbonSettore CHIM/06 - Chimica OrganicaGeneral ChemistryCondensed Matter PhysicsmodellingCrystallographyChain (algebraic topology)crystal engineeringMoleculehalogen bondGeneral Materials Sciencehalogen bonding supramolecular interactions crystal packingSingle crystalCrystEngComm
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Halogen-bonded photoresponsive materials

2015

The aim of the present review is to illustrate to the reader the state of the art on the construction of supramolecular azobenzene-containing materials formed by halogen bonding. These materials include several examples of polymeric, liquid crystalline or crystalline species whose performances are either superior to the corresponding performances of their hydrogen-bonded analogues or simply distinctive of the halogen-bonded species. submittedVersion Peer reviewed

chemistry.chemical_classificationHalogen bondAzobenzene; Halogen bonding; Liquid crystals; Photoresponsive materials; PolymersAzobenzeneLiquid crystallinePolymersLiquid crystals116 Chemical sciencesSupramolecular chemistryPolymerchemistry.chemical_compoundchemistryAzobenzeneLiquid crystalPhotoresponsive materialLiquid crystalPolymer chemistryHalogenSettore CHIM/07 - Fondamenti Chimici Delle TecnologieHalogen bondingta116Photoresponsive materials
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Halogen bond directionality translates tecton geometry into self-assembled architecture geometry

2013

The structures of halogen-bonded infinite chains involving two diiodoperfluoroalkanes and a bent bis(pyrid-4′-yl)oxadiazole show that the geometry of the pyridyl pendant rings is translated into the angle between the formed halogen bonds.

Halogen bondhalogen bond self-assemblyBent molecular geometryOxadiazoleGeometryGeneral ChemistrySettore CHIM/06 - Chimica OrganicaCondensed Matter PhysicsSelf assembledchemistry.chemical_compoundchemistryHalogenDirectionalityGeneral Materials Science
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Superfluorinated ionic liquid crystals based on supramolecular, halogen-bonded anions

2016

Unconventional ionic liquid crystals in which the liquid crystallinity is enabled by halogen-bonded supramolecular anions [CnF2 n+1-I⋯I⋯I-CnF2 n+1]- are reported. The material system is unique in many ways, demonstrating for the first time 1) ionic, halogen-bonded liquid crystals, and 2) imidazolium-based ionic liquid crystals in which the occurrence of liquid crystallinity is not driven by the alkyl chains of the cation. Out of the ordinary: The high directionality of halogen bonds and the fluorophobic effect were exploited in the design and synthesis of a new family of unconventional superfluorinated ionic liquid crystals. The liquid crystallinity of the system is driven by halogen-bonded…

116 Chemical sciencesInorganic chemistry1600Supramolecular chemistryIonic bonding010402 general chemistry01 natural sciencesCatalysissupramolecular chemistryCrystallinitychemistry.chemical_compoundLiquid crystal1503ta116Alkylchemistry.chemical_classificationHalogen bondionic liquid crystal010405 organic chemistryChemistryCommunicationChemistry (all)Self-assemblyGeneral MedicineGeneral Chemistryself-assemblyFluorophobic effect; Halogen bonding; Ionic liquid crystals; Self-assembly; Supramolecular chemistry; Chemistry (all); CatalysisCommunicationsfluorophobic effect0104 chemical sciencesCrystallographyhalogen bondingIonic liquidIonic liquid crystalsSettore CHIM/07 - Fondamenti Chimici Delle TecnologieFluorophobic effectSelf-assemblyHalogen bondingionic liquid crystalsSupramolecular chemistry
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Supramolecular hierarchy among halogen and hydrogen bond donors in light-induced surface patterning

2015

Halogen bonding, a noncovalent interaction possessing several unique features compared to the more familiar hydrogen bonding, is emerging as a powerful tool in functional materials design. Herein, we unambiguously show that one of these characteristic features, namely high directionality, renders halogen bonding the interaction of choice when developing azobenzene-containing supramolecular polymers for light-induced surface patterning. The study is conducted by using an extensive library of azobenzene molecules that differ only in terms of the bond-donor unit. We introduce a new tetrafluorophenol-containing azobenzene photoswitch capable of forming strong hydrogen bonds, and show that an io…

RELIEF GRATINGSDENSITY-FUNCTIONAL THEORY CALCULATIONSMaterials sciencePHOTOINDUCED BIREFRINGENCE116 Chemical sciencesta221Supramolecular chemistryPhotochemistrysupramolecular chemistryDENSITY-FUNCTIONAL THEORYchemistry.chemical_compoundMaterials ChemistryMoleculeTHERMAL-ISOMERIZATIONPOLARIZATION DEPENDENCECO-CRYSTALSLIQUID-CRYSTAL ORDERta218chemistry.chemical_classificationta214Halogen bondta114PhotoswitchHydrogen bondPolymers Halogen Bonding Supramolecular Chemistry Photoresponsive AzobenzeneGeneral Chemistryhydrogen bondingPOLYMER-AZOBENZENE COMPLEXESSupramolecular polymersSOLID-STATEchemistryAzobenzeneHALOGEN BONDINGHalogenlight-induced surface patterningSettore CHIM/07 - Fondamenti Chimici Delle TecnologiePHOTONIC APPLICATIONSPOLYMER-AZOBENZENE COMPLEXES; DENSITY-FUNCTIONAL THEORY; LIQUID-CRYSTAL ORDER; RELIEF GRATINGS; SOLID-STATE; PHOTOINDUCED BIREFRINGENCE; POLARIZATION DEPENDENCE; THERMAL-ISOMERIZATION; PHOTONIC APPLICATIONS; CO-CRYSTALSJournal of Materials Chemistry C
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Photoalignment and Surface-Relief-Grating Formation are Efficiently Combined in Low-Molecular-Weight Halogen-Bonded Complexes

2012

It is demonstrated that halogen bonding can be used to construct low-molecular-weight supramolecular complexes with unique light-responsive properties. In particular, halogen bonding drives the formation of a photoresponsive liquid-crystalline complex between a non-mesogenic halogen bond-donor molecule incorporating an azo group, and a non-mesogenic alkoxystilbazole moiety, acting as a halogen bond-acceptor. Upon irradiation with polarized light, the complex exhibits a high degree of photoinduced anisotropy (order parameter of molecular alignment > 0.5). Moreover, efficient photoinduced surface-relief-grating (SRG) formation occurs upon irradiation with a light interference pattern, with…

Materials scienceLightSurface Propertiesta221Supramolecular chemistryPhotochemistrysupramolecular complexeschemistry.chemical_compoundHalogensliquid crystalsLiquid crystalMaterials TestingMoietyMoleculeGeneral Materials Scienceliquid crystalta218Halogen bondta214Azobenzeneta114Mechanical Engineeringself-assemblyMolecular WeightRefractometryazobenzeneAzobenzenechemistryMechanics of Materialshalogen bondingHalogenazobenzene; halogen bonding; liquid crystals; self-assembly; supramolecular complexesSelf-assemblySettore CHIM/07 - Fondamenti Chimici Delle Tecnologiesurface relief gratings
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Dimensional encapsulation of I− I 2 I− in an organic salt crystal matrix

2010

Bis(trimethylammonium)hexane diiodide encapsulates iodine from solution and through a gas/solid reaction yielding in a predictable and controllable manner the selective formation of the rare polyiodide species I(-)...I-I...I(-), which matches in length to the chosen dication.

inorganic chemicalseducationInorganic chemistryMetals and Alloyschemistry.chemical_elementGeneral ChemistrySolid reactionIodinebehavioral disciplines and activitieshumanitiesCatalysisSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsDicationHexanePolyiodidechemistry.chemical_compoundchemistryMaterials ChemistryCeramics and Compositeshealth care economics and organizations
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Photoresponsive ionic liquid crystals assembled: Via halogen bond: En route towards light-controllable ion transporters

2017

We demonstrate that halogen bonding (XB) can offer a novel approach for the construction of photoresponsive ionic liquid crystals. In particular, we assembled two new supramolecular complexes based on 1-ethyl-3-methylimidazolium iodides and azobenzene derivatives containing an iodotetrafluoro-benzene ring as XB donor, where the iodide anion acted as an XB acceptor. DSC and X-ray diffraction analyses revealed that the preferred stoichiometry between the XB donors and acceptors is 2 : 1, and that the iodide anions act as bidentate XB-acceptors, binding two azobenzene derivatives. Due to the high directionality of the XB, calamitic superanions are obtained, while the segregation occurring betw…

chemistry.chemical_classificationHalogen bondta114ChemistryInorganic chemistryIodideSupramolecular chemistryIonic bonding02 engineering and technologySupramolecular Chemistry Liquid Crystals Halogen Bonding Photoresponsive010402 general chemistry021001 nanoscience & nanotechnology01 natural sciencesAcceptor0104 chemical sciencesCrystallographychemistry.chemical_compoundAzobenzeneIonic liquidMoleculeSettore CHIM/07 - Fondamenti Chimici Delle TecnologiePhysical and Theoretical Chemistry0210 nano-technology
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Hierarchical Self-Assembly of Halogen-Bonded Block Copolymer Complexes into Upright Cylindrical Domains

2017

Summary Self-assembly of block copolymers into well-defined, ordered arrangements of chemically distinct domains is a reliable strategy for preparing tailored nanostructures. Microphase separation results from the system, minimizing repulsive interactions between dissimilar blocks and maximizing attractive interactions between similar blocks. Supramolecular methods have also achieved this separation by introducing small-molecule additives binding specifically to one block by noncovalent interactions. Here, we use halogen bonding as a supramolecular tool that directs the hierarchical self-assembly of low-molecular-weight perfluorinated molecules and diblock copolymers. Microphase separation …

Materials scienceBlock copolymerGeneral Chemical Engineering116 Chemical sciencesSupramolecular chemistryNanotechnologyblock copolymer02 engineering and technologyhierarchical self-assembly010402 general chemistry01 natural sciencesBiochemistryMicelleArticleSDG9: Industry innovation and infrastructuresupramolecular complexesMaterials ChemistryCopolymerEnvironmental ChemistryNon-covalent interactionsMoleculeLamellar structureta116chemistry.chemical_classificationHalogen bondta114Biochemistry (medical)General Chemistry021001 nanoscience & nanotechnology0104 chemical sciencesblock copolymerschemistryChemical engineeringIndustry innovation and infrastructure [SDG9]nanofabricationhalogen bondSettore CHIM/07 - Fondamenti Chimici Delle TecnologieSelf-assembly0210 nano-technology
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Azobenzene-based difunctional halogen-bond donor: Towards the engineering of photoresponsive co-crystals

2014

Halogen bonding is emerging as a powerful non-covalent interaction in the context of supramolecular photoresponsive materials design, particularly due to its high directionality. In order to obtain further insight into the solid-state features of halogen-bonded photoactive molecules, three halogen-bonded co-crystals containing an azobenzene-based difunctional halogen-bond donor molecule, (E)-bis(4-iodo-2,3,5,6-tetrafluorophenyl)diazene, C12F8I2N2, have been synthesized and structurally characterized by single-crystal X-ray diffraction. The crystal structure of the non-iodinated homologue (E)-bis(2,3,5,6-tetrafluorophenyl)diazene, C12H2F8N2, is also reported. It is demonstrated that the stud…

Halogen bondPhotoisomerizationChemistryhalogen-bonded co-crystalsupramolecular photoresponsive materials designIntermolecular forceMetals and AlloysSupramolecular chemistryContext (language use)photoisomerizationCrystal structurePhotochemistryAtomic and Molecular Physics and OpticsElectronic Optical and Magnetic Materialschemistry.chemical_compoundAzobenzeneMaterials ChemistryMoleculeSettore CHIM/07 - Fondamenti Chimici Delle Tecnologie
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CCDC 1541305: Experimental Crystal Structure Determination

2017

Related Article: Marco Saccone, Francisco Fernandez Palacio, Gabriella Cavallo, Valentina Dichiarante, Matti Virkki, Giancarlo Terraneo, Arri Priimagi, Pierangelo Metrangolo|2017|Faraday Discuss.|203|407|doi:10.1039/C7FD00120G

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters3-methyl-1-octyl-1H-imidazol-3-ium bis(NN-dimethyl-4-((2356-tetrafluoro-4-iodophenyl)diazenyl)aniline) iodideExperimental 3D Coordinates
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CCDC 1541306: Experimental Crystal Structure Determination

2017

Related Article: Marco Saccone, Francisco Fernandez Palacio, Gabriella Cavallo, Valentina Dichiarante, Matti Virkki, Giancarlo Terraneo, Arri Priimagi, Pierangelo Metrangolo|2017|Faraday Discuss.|203|407|doi:10.1039/C7FD00120G

Space GroupCrystallographyCrystal System1-dodecyl-3-methyl-1H-imidazol-3-ium bis(1-(4-(dodecyloxy)phenyl)-2-(2356-tetrafluoro-4-iodophenyl)diazene) iodideCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1446403: Experimental Crystal Structure Determination

2016

Related Article: Gabriella Cavallo, Giancarlo Terraneo, Alessandro Monfredini, Marco Saccone, Arri Priimagi, Tullio Pilati, Giuseppe Resnati, Pierangelo Metrangolo, Duncan W. Bruce|2016|Angew.Chem.,Int.Ed.|55|6300|doi:10.1002/anie.201601278

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters1-Ethyl-3-methylimidazolium iodide bis(11122334455667788-heptadecafluoro-8-iodo-octane)Experimental 3D Coordinates
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CCDC 883070: Experimental Crystal Structure Determination

2018

Related Article: Arri Priimagi, Marco Saccone, Gabriella Cavallo, Atsushi Shishido, Tullio Pilati, Pierangelo Metrangolo and Giuseppe Resnati|2012|Adv.Mater.|24|OP345|doi:10.1002/adma.201204060

NN-dimethyl-4-((2356-tetrafluoro-4-iodophenyl)diazenyl)aniline 4-(2-(4-methoxyphenyl)vinyl)pyridineSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1025655: Experimental Crystal Structure Determination

2014

Related Article: Marco Saccone, Valentina Dichiarante, Alessandra Forni, Alexis Goulet-Hanssens, Gabriella Cavallo, Jaana Vapaavuori, Giancarlo Terraneo, Christopher J. Barrett, Giuseppe Resnati, Pierangelo Metrangolo, Arri Priimagi|2015|J.Mater.Chem.C|3|759|doi:10.1039/C4TC02315C

Space GroupCrystallographybis(4-((4-(dimethylamino)phenyl)diazenyl)-2356-tetrafluorophenol) 44'-ethene-12-diyldipyridineCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1025656: Experimental Crystal Structure Determination

2014

Related Article: Marco Saccone, Valentina Dichiarante, Alessandra Forni, Alexis Goulet-Hanssens, Gabriella Cavallo, Jaana Vapaavuori, Giancarlo Terraneo, Christopher J. Barrett, Giuseppe Resnati, Pierangelo Metrangolo, Arri Priimagi|2015|J.Mater.Chem.C|3|759|doi:10.1039/C4TC02315C

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(4-((4-(iodoethynyl)phenyl)diazenyl)-NN-dimethylaniline) 44'-ethene-12-diyldipyridineExperimental 3D Coordinates
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CCDC 2077920: Experimental Crystal Structure Determination

2021

Related Article: Marco Saccone, Andrea Pace, Ivana Pibiri, Gabriella Cavallo, Pierangelo Metrangolo, Tullio Pilati, Giuseppe Resnati, Giancarlo Terraneo|2021|CrystEngComm|23|7324|doi:10.1039/D1CE01001H

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters44'-(124-oxadiazole-35-diyl)dipyridine bis(11122334455667788991010-henicosafluoro-10-iododecane)Experimental 3D Coordinates
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