Pierangelo Metrangolo

Summary

Affiliation: Politecnico di Milano
Country: Italy

Publications

  1. ncbi request reprint Halogen bonding based recognition processes: a world parallel to hydrogen bonding
    Pierangelo Metrangolo
    Polytechnic of Milan, Italy
    Acc Chem Res 38:386-95. 2005
  2. pmc Orthogonal halogen and hydrogen bonds involving a peptide bond model†Electronic supplementary information (ESI) available: Experimental part, DSC, IR spectroscopic and crystallographic data. CCDC 899779-899785. For ESI and crystallographic data in CIF or
    Vera Vasylyeva
    NFMLab, D C M I C Giulio Natta, Politecnico di Milano, Via Mancinelli 7, 20131 Milan, Italy Email Email Tel 39 02 2399 3041
    CrystEngComm 16:8102-8105. 2014
  3. ncbi request reprint Metric engineering of perfluorocarbon-hydrocarbon layered solids driven by the halogen bonding
    Pierangelo Metrangolo
    Department of Chemistry, Materials, and Chemical Engineering G Natta, Polytechnic of Milan, Via L Mancinelli 7, 20131 Milan, Italy
    Chem Commun (Camb) . 2004
  4. doi request reprint Halogen bonding in supramolecular chemistry
    Pierangelo Metrangolo
    NFMLab, Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, 7, Via Mancinelli, 20131 Milan, Italy
    Angew Chem Int Ed Engl 47:6114-27. 2008
  5. ncbi request reprint Highly interpenetrated supramolecular networks supported by N...I halogen bonding
    Pierangelo Metrangolo
    NFMLab c o Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via Mancinelli, 20131 Milan, Italy
    Chemistry 13:5765-72. 2007
  6. ncbi request reprint Fluorinated liquid crystals formed by halogen bonding
    Pierangelo Metrangolo
    NFMLab DCMIC G Natta, Politecnico di Milano, 7 via Mancinelli, I 20131 Milan, Italy
    Chem Commun (Camb) . 2006
  7. doi request reprint Mutual induced coordination in halogen-bonded anionic assemblies with (6,3) cation-templated topologies
    Pierangelo Metrangolo
    NFMLab DCMIC G Natta, Politecnico di Milano, Via Mancinelli 7, I 20131 Milan, Italy
    Chem Commun (Camb) . 2008
  8. doi request reprint Metal-bound halogen atoms in crystal engineering
    Pierangelo Metrangolo
    Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, 20131 Milano, Italy
    Chem Commun (Camb) 49:1783-5. 2013
  9. ncbi request reprint Hydrogen and halogen bonding drive the orthogonal self-assembly of an organic framework possessing 2D channels
    Javier Martí-Rujas
    Center for Nano Science and Istituto Italiano di Tecnologia, via Pascoli 70 3, 20133 Milano, Italy
    Chem Commun (Camb) 48:8207-9. 2012
  10. doi request reprint Nonporous organic solids capable of dynamically resolving mixtures of diiodoperfluoroalkanes
    Pierangelo Metrangolo
    Laboratory of Nanostructured Fluorinated Materials, Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, 20131 Milan, Italy
    Science 323:1461-4. 2009

Collaborators

  • Olli Ikkala
  • Giorgio Colombo
  • Jian Lu
  • Fabio Ganazzoli
  • Ludovico Valli
  • Gabriele Giancane
  • Giuseppina Raffaini
  • Massimo Cametti
  • Miguel A Garcia-Garibay
  • Jonathan W Steed
  • Gabriella Cavallo
  • Giuseppe Resnati
  • Giancarlo Terraneo
  • Tullio Pilati
  • Luca Catalano
  • Arri Priimagi
  • Arianna Bertolani
  • Lara Gazzera
  • Marco Saccone
  • Lisa Pirrie
  • Roberto Milani
  • Francisco Fernandez-Palacio
  • Vera Vasylyeva
  • Ilaria Tirotta
  • Giuseppe Baselli
  • Alfonso Mastropietro
  • Gian Luca Breschi
  • Michele Baldrighi
  • Lorenzo Meazza
  • Javier Martí-Rujas
  • Antonio Abate
  • Carlo Cavallotti
  • Alessandro Genoni
  • Antti Siiskonen
  • Massimiliano Meli
  • Marc Schmutz
  • Mikko Poutanen
  • Alessandro Monfredini
  • Giulia Morra
  • Duncan W Bruce
  • Christian Blanck
  • Andrea Pizzi
  • Marie Pierre Krafft
  • Nikolay Houbenov
  • Loic Stefan
  • Salvador Pérez-Estrada
  • Johannes S Haataja
  • Chiara Cordiglieri
  • Fulvio Baggi
  • Ileana Zucca
  • Susanta K Nayak
  • Francesca Baldelli Bombelli
  • Maria Grazia Bruzzone
  • Jonathan A Foster
  • Hannes Neukirch
  • Melchiorre F Parisi
  • Laura Librizzi
  • Katharina Fucke
  • Michele R Chierotti
  • Roberto Gobetto
  • Maurizio Ursini
  • Marco de Curtis
  • Giovanni Marras
  • Luca Colombo
  • Archan Dey
  • Manu Lahtinen
  • Stefano Radice
  • Maurizio Sansotera
  • Kari Rissanen
  • Manuel Brischetto
  • Franck Meyer
  • Francesco Recupero

Detail Information

Publications36

  1. ncbi request reprint Halogen bonding based recognition processes: a world parallel to hydrogen bonding
    Pierangelo Metrangolo
    Polytechnic of Milan, Italy
    Acc Chem Res 38:386-95. 2005
    ..The focus is on halogen-bonded supramolecular architectures given by halocarbons. The potential of the interaction is shown by useful applications in the field of synthetic chemistry, material science, and bioorganic chemistry...
  2. pmc Orthogonal halogen and hydrogen bonds involving a peptide bond model†Electronic supplementary information (ESI) available: Experimental part, DSC, IR spectroscopic and crystallographic data. CCDC 899779-899785. For ESI and crystallographic data in CIF or
    Vera Vasylyeva
    NFMLab, D C M I C Giulio Natta, Politecnico di Milano, Via Mancinelli 7, 20131 Milan, Italy Email Email Tel 39 02 2399 3041
    CrystEngComm 16:8102-8105. 2014
    ..The peptide bond model N-methylacetamide self-assembles with a range of dihalotetrafluorobenzenes forming co-crystals that all show the occurrence of orthogonal hydrogen and halogen bonds...
  3. ncbi request reprint Metric engineering of perfluorocarbon-hydrocarbon layered solids driven by the halogen bonding
    Pierangelo Metrangolo
    Department of Chemistry, Materials, and Chemical Engineering G Natta, Polytechnic of Milan, Via L Mancinelli 7, 20131 Milan, Italy
    Chem Commun (Camb) . 2004
    ..The structure and metrics of these co-crystals are remarkably predictable...
  4. doi request reprint Halogen bonding in supramolecular chemistry
    Pierangelo Metrangolo
    NFMLab, Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, 7, Via Mancinelli, 20131 Milan, Italy
    Angew Chem Int Ed Engl 47:6114-27. 2008
    ..Some principles are presented for crystal engineering based on halogen-bonding interactions. The potential of the interaction is also shown by applications in liquid crystals, magnetic and conducting materials, and biological systems...
  5. ncbi request reprint Highly interpenetrated supramolecular networks supported by N...I halogen bonding
    Pierangelo Metrangolo
    NFMLab c o Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via Mancinelli, 20131 Milan, Italy
    Chemistry 13:5765-72. 2007
    ..Two-dimensional (2D) square 4(4) layers (sql) with fourfold and fivefold interpenetration, as well as an eightfold diamondoid network (dia) of class Ia and a remarkable tenfold dia network of class IIIa, have been obtained...
  6. ncbi request reprint Fluorinated liquid crystals formed by halogen bonding
    Pierangelo Metrangolo
    NFMLab DCMIC G Natta, Politecnico di Milano, 7 via Mancinelli, I 20131 Milan, Italy
    Chem Commun (Camb) . 2006
    ..New, halogen-bonded fluorinated mesogens are reported; the expected microphase separation associated with perfluoroalkyl chains is surprisingly absent in the mesophase...
  7. doi request reprint Mutual induced coordination in halogen-bonded anionic assemblies with (6,3) cation-templated topologies
    Pierangelo Metrangolo
    NFMLab DCMIC G Natta, Politecnico di Milano, Via Mancinelli 7, I 20131 Milan, Italy
    Chem Commun (Camb) . 2008
    ..We describe the use of halogen bonding for the deliberate construction of cation-templated anionic (6,3) networks thanks to a strategy based on the mutual induced fitting of the valences of the building blocks...
  8. doi request reprint Metal-bound halogen atoms in crystal engineering
    Pierangelo Metrangolo
    Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, 20131 Milano, Italy
    Chem Commun (Camb) 49:1783-5. 2013
    ..which highlights the very rich supramolecular behaviour of halogen atoms. Their findings appear even more timely when viewed in light of the recently proposed IUPAC definition of the halogen bond...
  9. ncbi request reprint Hydrogen and halogen bonding drive the orthogonal self-assembly of an organic framework possessing 2D channels
    Javier Martí-Rujas
    Center for Nano Science and Istituto Italiano di Tecnologia, via Pascoli 70 3, 20133 Milano, Italy
    Chem Commun (Camb) 48:8207-9. 2012
    ..The framework is able to host various guest molecules with a diverse set of steric demands and substitution patterns, and survives single-crystal-to-single-crystal guest exchanges from liquid and gas phases...
  10. doi request reprint Nonporous organic solids capable of dynamically resolving mixtures of diiodoperfluoroalkanes
    Pierangelo Metrangolo
    Laboratory of Nanostructured Fluorinated Materials, Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, 20131 Milan, Italy
    Science 323:1461-4. 2009
    ..Heating liberates the DIPFAs and regenerates the original salt lattice, highlighting the practical potential for the system in separation applications...
  11. doi request reprint Chemistry. Halogen versus hydrogen
    P Metrangolo
    Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Milan, 20131, Italy
    Science 321:918-9. 2008
  12. pmc The Halogen Bond
    Gabriella Cavallo
    Laboratory of Nanostructured Fluorinated Materials NFMLab, Department of Chemistry, Materials and Chemical Engineering Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, I 20131 Milano, Italy
    Chem Rev 116:2478-601. 2016
    ..The specific advantages brought up by a design based on the use of the halogen bond will be demonstrated in quite different fields spanning from material sciences to biomolecular recognition and drug design. ..
  13. pmc Superfluorinated Ionic Liquid Crystals Based on Supramolecular, Halogen-Bonded Anions
    Gabriella Cavallo
    NFMLab, Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, 20131, Milan, Italy
    Angew Chem Int Ed Engl 55:6300-4. 2016
    ....
  14. doi request reprint Halogen bonding and pharmaceutical cocrystals: the case of a widely used preservative
    Michele Baldrighi
    NFMLab, Department of Chemistry, Politecnico di Milano, Via L Mancinelli 7, 20131 Milan, Italy
    Mol Pharm 10:1760-72. 2013
    ..The cocrystal involving the GRAS excipient CaCl2 has superior powder flow characteristics compared to the pure IPBC, representing a promising solution to the handling issues related to the manufacturing of products containing IPBC...
  15. doi request reprint 2-Iodo-imidazolium receptor binds oxoanions via charge-assisted halogen bonding
    Massimo Cametti
    NFMLab Department of Chemistry, Materials and Chemical Engineering Giulio Natta, Politecnico di Milano, Via Mancinelli 7, I 20131, Milan, Italy
    Org Biomol Chem 10:1329-33. 2012
    ..Phosphate, in particular, binds to 1 with an association constant of ca. 10(3) M(-1), which is particularly high for a single X-bond. A remarkably short C-I···O(-) contact is observed in the structure of the salt 1·H(2)PO(4)(-)...
  16. ncbi request reprint Dimensional encapsulation of I(-)...I(2)...I(-) in an organic salt crystal matrix
    Antonio Abate
    NFMLab and D C M I C Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, 20131 Milan, Italy
    Chem Commun (Camb) 46:2724-6. 2010
    ..I-I...I(-), which matches in length to the chosen dication...
  17. pmc (Tris{2-[2-(2,3,5,6-tetra-fluoro-4-iodo-phen-oxy)eth-oxy]eth-yl}amine)-potassium iodide
    Gabriella Cavallo
    NFMLab, Department of Chemistry, Materials and Chemical Engineering, G Natta, Politecnico di Milano, Via Mancinelli, 7, I 20131 Milano, Italy
    Acta Crystallogr Sect E Struct Rep Online 69:m284-5. 2013
    ..28 (14) and 75.20 (19)°] to the other two rings. The coordination sphere of the K(+) cation is composed of the six O atoms, the N atom and an F atom in the ortho position of one of the rings...
  18. doi request reprint Crystal Structure of the DFNKF Segment of Human Calcitonin Unveils Aromatic Interactions between Phenylalanines
    Arianna Bertolani
    Laboratory of Nanostructured Fluorinated Materials NFMLab, Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, 20131, Milano, Italy
    Chemistry . 2016
    ..A detailed analysis of such interactions is reported...
  19. doi request reprint Atomistic simulation of hydrophobin HFBII conformation in aqueous and fluorous media and at the water/vacuum interface
    Giuseppina Raffaini
    Dipartimento di Chimica, Materiali ed Ingegneria Chimica Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, 20131 Milano, Italy Unità Politecnico, INSTM, Piazza Leonardo da Vinci 32, 20133 Milano, Italy Electronic address
    J Mol Graph Model 63:8-14. 2016
    ....
  20. doi request reprint Design of Highly Stable Echogenic Microbubbles through Controlled Assembly of Their Hydrophobin Shell
    Lara Gazzera
    NFMLab, Politecnico di Milano, Via Mancinelli 7, 20131, Milano, Italy
    Angew Chem Int Ed Engl 55:10263-7. 2016
    ..As a result, perfluorohexane allows the formation of homogenous populations of spherical, narrowly dispersed, exceptionally stable, and echogenic microbubbles. ..
  21. doi request reprint Halogen Bonding in Hypervalent Iodine Compounds
    Luca Catalano
    Laboratory of Nanostructured Fluorinated Materials NFMLab, Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, 20131, Milan, Italy
    Top Curr Chem 373:289-309. 2016
    ..Compared to the term secondary bond, halogen bond may possibly be more descriptive of some bonding features, e.g., its directionality and the relationships between structure of interacting groups and interaction strength. ..
  22. pmc Efficient Light-Induced Phase Transitions in Halogen-Bonded Liquid Crystals
    Francisco Fernandez-Palacio
    Laboratory of Nanostructured Fluorinated Materials NFMLab, Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, 20131 Milano, Italy
    Chem Mater 28:8314-8321. 2016
    ..In addition to fundamental understanding of light-responsive supramolecular complexes, we foresee this study to be important in the development of bistable photonic devices and supramolecular actuators...
  23. doi request reprint Halogen bond: a long overlooked interaction
    Gabriella Cavallo
    Laboratory of Nanostructured Fluorinated Materials NFMLab, Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, 20131, Milano, Italy
    Top Curr Chem 358:1-17. 2015
    ....
  24. doi request reprint Dynamic Characterization of Crystalline Supramolecular Rotors Assembled through Halogen Bonding
    Luca Catalano
    Laboratory of Nanostructured Fluorinated Materials NFMLab, Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, 20131 Milano, Italy
    J Am Chem Soc 137:15386-9. 2015
    ..Line shape analysis of quadrupolar echo (2)H NMR measurements in selected examples indicated rotational trajectories consistent with the 3-fold or 6-fold symmetric potential of the rotator. ..
  25. doi request reprint Azobenzene-based difunctional halogen-bond donor: towards the engineering of photoresponsive co-crystals
    Marco Saccone
    NFMLab DCMIC Giulio Natta, Politecnico di Milano, Via L Mancinelli 7, IT 20131 Milano, Italy
    Acta Crystallogr B Struct Sci Cryst Eng Mater 70:149-56. 2014
    ....
  26. pmc Tetra-phenyl-phospho-nium iodide-1,3,5-tri-fluoro-2,4,6-tri-iodo-benzene-methanol (3/4/1)
    Gabriella Cavallo
    NFMLab, Department of Chemistry, Materials and Chemical Engineering, Giulio Natta, Politecnico di Milano, Via Mancinelli, 7, I 20131 Milano, Italy
    Acta Crystallogr Sect E Struct Rep Online 69:o865-6. 2013
    ..The crystal studied was refined as a perfect inversion twin. ..
  27. pmc [5,11,17,23-Tetra-tert-butyl-25,27-(3,6-dioxaoctan-1,8-di-oxy)-26,28-bis-(pyridin-2-ylmeth-oxy)calix[4]arene]sodium iodide-1,2,4,5-tetra-fluoro-3,6-diiodo-benzene-methanol (2/3/4)
    Gabriella Cavallo
    NFMLab, Department of Chemistry, Materials and Chemical Engineering, G Natta, Politecnico di Milano, Via Mancinelli, 7, I 20131 Milano, Italy
    Acta Crystallogr Sect E Struct Rep Online 69:m236-7. 2013
    ....
  28. pmc 1,3-Bis(2,3,5,6-tetra-fluoro-4-iodo-phen-oxy)-2,2-bis-[(2,3,5,6-tetra-fluoro-4-iodo-phen-oxy)meth-yl]propane
    Gabriella Cavallo
    NFMLab, Department of Chemistry, Materials and Chemical Engineering, G Natta, Politecnico di Milano, Via Mancinelli, 7, I 20131 Milano, Italy
    Acta Crystallogr Sect E Struct Rep Online 69:o579-80. 2013
    ..In addition, π-π stacking inter-actions between tetra-fluoro-iodo-phenyl (TFIP) groups and five short F⋯F inter-actions are present...
  29. ncbi request reprint Halogen bonding: a general route in anion recognition and coordination
    Gabriella Cavallo
    NFMLab DCMIC G Natta Politecnico di Milano, 7, Via Mancinelli, I 20131 Milan, Italy
    Chem Soc Rev 39:3772-83. 2010
    ..The interaction allows for several other anions to self-assemble with halocarbons and mention is also given to the halogen bonding-based coordination of halides, polycyano- and polyoxometallates (72 references)...
  30. pmc The halogen-bonded adduct 1,4-bis(pyri-din-4-yl)buta-1,3-diyne-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-hexa-deca-fluoro-1,8-diiodo-octane (1/1)
    Gabriella Cavallo
    NFMLab, Department of Chemistry, Materials and Chemical Engineering, G Natta, Politecnico di Milano, Via Mancinelli, 7, I 20131 Milano, Italy
    Acta Crystallogr Sect E Struct Rep Online 69:o328-9. 2013
    ..The topology of the network is a nice example of the paradigm of the expansion of ditopic starting modules; the XB leads to the construction of infinite supramolecular chains along [2-11] formed by alternating XB donors and acceptors...
  31. doi request reprint Halogen-bonding-triggered supramolecular gel formation
    Lorenzo Meazza
    NFMLab DCMIC Giulio Natta, Politecnico di Milano, Via L Mancinelli 7 IT 20131, Italy
    Nat Chem 5:42-7. 2013
    ..Using this concept, we have prepared a halogen bond donor bis(urea) gelator that forms co-gels with halogen bond acceptors...
  32. pmc Different permeability of potassium salts across the blood-brain barrier follows the Hofmeister series
    Gian Luca Breschi
    Unit of Epileptology and Experimental Neurophysiology, Fondazione Istituto Neurologico Carlo Besta, Milano, Italy Department of Neuroscience and Brain Technologies, Istituto Italiano di Tecnologia, Genova, Italy
    PLoS ONE 8:e78553. 2013
    ..This study constitutes a novel contribution for the understanding of the potential epileptogenicity of potassium salts and, more generally, of the role of counter-anions in the passive passage of salts through biological membranes. ..
  33. doi request reprint Binding energies and 19F nuclear magnetic deshielding in paramagnetic halogen-bonded complexes of TEMPO with haloperfluorocarbons
    Carlo Cavallotti
    Dipartimento di Chimica, Materiali ed Ingegneria Chimica G Natta, Politecnico di Milano, via Mancinelli 7 20131 Milano, Italy
    J Phys Chem A 112:9911-8. 2008
    ....
  34. doi request reprint A superfluorinated molecular probe for highly sensitive in vivo(19)F-MRI
    Ilaria Tirotta
    Laboratory of Nanostructured Fluorinated Materials NFMLab, Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Fondazione Centro Europeo Nanomedicina, and Department of Electronics, Information, and Bioengineering, Politecnico di Milano, Milan, Italy
    J Am Chem Soc 136:8524-7. 2014
    ..The molecule, which bears 36 equivalent (19)F atoms and shows a single intense resonance peak, is easily synthesized via a simple one-step reaction and is formulated in water with high stability using trivial reagents and methods. ..
  35. pmc Supramolecular amplification of amyloid self-assembly by iodination
    Arianna Bertolani
    Laboratory of Nanostructured Fluorinated Materials NFMLab, Department of Chemistry, Materials, and Chemical Engineering Giulio Natta, Politecnico di Milano, Via Mancinelli 7, Milano I 20131, Italy
    Nat Commun 6:7574. 2015
    ..This is remarkable for such a modest perturbation in structure. Iodination of aromatic amino acids may thus develop as a general strategy for the design of new hydrogels from unprotected peptides and without using organic solvents. ..
  36. doi request reprint The fluorous effect in biomolecular applications
    Massimo Cametti
    NFMLab DCMIC Giulio Natta, Politecnico di Milano, Via Mancinelli 7, I 20131 Milan, Italy
    Chem Soc Rev 41:31-42. 2012
    ....