0000000001299583

AUTHOR

Ivan Jabin

showing 16 related works from this author

Encapsulation and solid state sequestration of gases by calix[6]arene-based molecular containers

2017

Two calix[6]arene-based molecular containers were synthesized in high yields. These containers can encapsulate small guests through a unique "rotating door" complexation process. The sequestration of greenhouse gases is clearly demonstrated. They can be stored in the solid state for long periods and released via dissolution of the inclusion complex.

010405 organic chemistryChemistryMetals and AlloysSolid-stateNanotechnologymolekyylitGeneral Chemistryhiilensidonta010402 general chemistry01 natural sciencescarbon sequestrationCatalysis0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsChemical engineeringMaterials ChemistryCeramics and CompositesmoleculesDissolutionta116Chemical Communications
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Selective recognition of neutral guests in an aqueous medium by a biomimetic calix[6]cryptamide receptor

2015

The design of artificial receptors that can efficiently work in water is a challenging research area. A possible biomimetic approach for the elaboration of such receptors consists of associating a hydrophobic cavity with a polar polyfunctional binding site. On this basis, a hydrophilic calix[6]cryptamide decorated with oligo(ethylene glycol) units (i.e. 8) was synthesized through an efficient [1 + 1] macrocyclization reaction as the key-step. The complexation of neutral molecules was evaluated by NMR spectroscopy through competition experiments either in apolar or aqueous media. In both media, host 8 can bind neutral species that display H-bonding acceptor and donor groups such as amides or…

Models MolecularEthylene GlycolMagnetic Resonance SpectroscopyStereochemistryAllosteric regulationMolecular ConformationCrystallography X-Ray010402 general chemistry01 natural sciencesBiochemistrychemistry.chemical_compoundBiomimetic MaterialsCalixareneUreaMoleculeaqueous mediumartificial receptorsbiomimeticsPhysical and Theoretical ChemistryBinding siteta116010405 organic chemistryHydrogen bondOrganic ChemistryWaterHydrogen BondingNuclear magnetic resonance spectroscopyAmidesAcceptor0104 chemical scienceschemistryCyclizationCalixarenesHydrophobic and Hydrophilic InteractionsEthylene glycolOrganic & Biomolecular Chemistry
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Selective Extraction and Efficient Binding in a Protic Solvent of Contact Ion Triplets by Using a Thiourea-Based Bis-Calix[6]arene Receptor

2013

We report a D3h-symmetric tail-to-tail bis-calix[6]thiourea 5 that displays two divergent cavities triply connected by thiourea linkages. This calix[6]tube was efficiently synthesized through a [1+1] macrocyclization reaction and characterized by X-ray diffraction analysis. The binding properties of this heterotritopic receptor were evaluated in a protic environment (i.e., CD3OD/CDCl3) through NMR studies. Thus, bis-calix[6]thiourea 5 exhibits a remarkable ability in the cooperative complexation of an anion sandwiched between two ammonium ions, a high selectivity for ammonium sulfate salts being observed. The anion is bound through multiple hydrogen-bonding interactions at the thiourea bind…

Ammonium sulfate010405 organic chemistryOrganic ChemistryInorganic chemistrySupramolecular chemistry010402 general chemistry01 natural sciences0104 chemical scienceschemistry.chemical_compoundchemistryThioureaPolymer chemistryCalixareneAmmoniumPhysical and Theoretical ChemistrySelectivityChirality (chemistry)Protic solventEuropean Journal of Organic Chemistry
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“Two-Story” Calix[6]arene-Based Zinc and Copper Complexes: Structure, Properties, and O 2 Binding

2017

International audience; A new “two-story” calix[6]arene-based ligand was synthesized, and its coordination chemistry was explored. It presents a tren cap connected to the calixarene small rim through three amido spacers. X-ray diffraction studies of its metal complexes revealed a six-coordinate ZnII complex with all of the carbonyl groups of the amido arms bound and a five-coordinate CuII complex with only one amido arm bound. These dicationic complexes were poorly responsive toward exogenous neutral donors, but the amido arms were readily displaced by small anions or deprotonated with a base to give the corresponding monocationic complexes. Cyclic voltammetry in various solvents showed a r…

[CHIM.INOR] Chemical Sciences/Inorganic chemistryStereochemistry“two-story” calix[6]arene-based ligand[CHIM.INOR]Chemical Sciences/Inorganic chemistry010402 general chemistry01 natural sciencesRedoxCoordination complexInorganic ChemistryMetalDeprotonationCalixarenePolymer chemistry[CHIM.COOR]Chemical Sciences/Coordination chemistryPhysical and Theoretical ChemistryAnion bindingta116chemistry.chemical_classificationligands010405 organic chemistryChemistryLigandligandit[CHIM.COOR] Chemical Sciences/Coordination chemistry0104 chemical sciencesvisual_artvisual_art.visual_art_mediumCyclic voltammetry
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Selective recognition of small hydrogen bond acceptors by a calix[6]arene-based molecular container

2019

Selective molecular recognition is of primary importance for applications such as sensing and separation of chemicals. This work describes the host-guest and crystallisation properties of a penta-carbamated calix[6]arene designed as a molecular container with a H-donating recognition group directed towards the heart of the cavity. As demonstrated by NMR spectroscopy and X-ray diffraction studies, this macrocyclic receptor can selectively recognise small H-bond acceptors through one or two hydrogen bonds, the guests nesting inside the polyaromatic cavity surrounded by eleven bulky tert-butyl groups.

Primary (chemistry)010405 organic chemistryChemistryHydrogen bondGeneral Chemistry010402 general chemistryContainer (type theory)01 natural sciencesCombinatorial chemistry0104 chemical scienceskemialliset sidoksetmacrocyclesMolecular recognitionCalixarenehalogeenisidoksetChimiemolecular recognitionCalixarenesinclusion complexeshost-guest
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CCDC 1952601: Experimental Crystal Structure Determination

2019

Related Article: Roy Lavendomme, Florent Desroches, Steven Moerkerke, Filip Topić, Johan Wouters, Kari Rissanen, Michel Luhmer, Ivan Jabin|2020|Supramol.Chem.|32|23|doi:10.1080/10610278.2019.1679374

Space GroupCrystallographyCrystal SystemCrystal Structure51117232935-hexa-t-butyl-37-hydroxy-3839404142-pentakis((t-butylcarbamoyl)oxy)calix(6)arene dimethyl sulfoxide clathrate 1122-tetrachloroethane unknown solvateCell ParametersExperimental 3D Coordinates
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CCDC 1542198: Experimental Crystal Structure Determination

2017

Related Article: Roy Lavendomme, Daniela Ajami, Steven Moerkerke, Johan Wouters, Kari Rissanen, Michel Luhmer, Ivan Jabin|2017|Chem.Commun.|53|6468|doi:10.1039/C7CC03078A

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters51117232935-hexa-t-butyl-38394142-tetrakis((t-butylcarbamoyl)oxy)-3740-bis(2-(t-butylamino)-2-oxoethyl)calix(6)arene 1122-tetrachloroethane hexafluoro-sulfane solvateExperimental 3D Coordinates
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CCDC 1542197: Experimental Crystal Structure Determination

2017

Related Article: Roy Lavendomme, Daniela Ajami, Steven Moerkerke, Johan Wouters, Kari Rissanen, Michel Luhmer, Ivan Jabin|2017|Chem.Commun.|53|6468|doi:10.1039/C7CC03078A

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates51117232935-hexa-t-butyl-373839404142-tetrakis((t-butylcarbamoyl)oxy)calix(6)arene 1122-tetrachloroethane methanol solvate octahydrate
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CCDC 927272: Experimental Crystal Structure Determination

2013

Related Article: Steven Moerkerke, Stéphane Le Gac, Filip Topić, Kari Rissanen and Ivan Jabin|2013|Eur.J.Org.Chem.|2013|5315|doi:10.1002/ejoc.201300639

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersbis(ethylammonium) sulfate bis(51117232935-hexa-t-butyl-373941- tri-13-diethylurea-384042-methoxycalix(6)arene) methanol chloroform solvateExperimental 3D Coordinates
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CCDC 1541407: Experimental Crystal Structure Determination

2017

Related Article: Gaël De Leener, Diana Over, Coryse Smet, Damien Cornut, Ana Gabriela Porras-Gutierrez, Isidoro López, Bénédicte Douziech, Nicolas Le Poul, Filip Topić, Kari Rissanen, Yves Le Mest, Ivan Jabin, and Olivia Reinaud|2017|Inorg.Chem.|56|10971|doi:10.1021/acs.inorgchem.7b01225

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters[3915414765-hexa-t-butyl-616970-trimethoxy-193752-trioxa-22252831345558-heptaazanonacyclo[26.22.10.71739.1711.14549.16367.0551.01318.03843]heptaconta-1(51)247(69)81013151738404245(61)464863(70)6466-octadecaene-233356-trione]-copper(ii) diperchlorate dichloromethane ethanol unknown solvateExperimental 3D Coordinates
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CCDC 1541408: Experimental Crystal Structure Determination

2017

Related Article: Gaël De Leener, Diana Over, Coryse Smet, Damien Cornut, Ana Gabriela Porras-Gutierrez, Isidoro López, Bénédicte Douziech, Nicolas Le Poul, Filip Topić, Kari Rissanen, Yves Le Mest, Ivan Jabin, and Olivia Reinaud|2017|Inorg.Chem.|56|10971|doi:10.1021/acs.inorgchem.7b01225

Space GroupCrystallography[3915414765-hexa-t-butyl-616970-trimethoxy-193752-trioxa-22252831345558-heptaazanonacyclo[26.22.10.71739.1711.14549.16367.0551.01318.03843]heptaconta-1(51)247(69)81013151738404245(61)464863(70)6466-octadecaene-233356-trione]-zinc(ii) bis(trifluoromethanesulfonate) diethyl ether unknown solvate monohydrateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 927271: Experimental Crystal Structure Determination

2013

Related Article: Steven Moerkerke, Stéphane Le Gac, Filip Topić, Kari Rissanen and Ivan Jabin|2013|Eur.J.Org.Chem.|2013|5315|doi:10.1002/ejoc.201300639

Space GroupCrystallographyCrystal SystemCrystal Structurebis(51117232935-hexa-t-butyl-373941-tri-13-diethylthiourea-384042-methoxycalix(6)arene) chloroform ethanol solvateCell ParametersExperimental 3D Coordinates
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CCDC 1428619: Experimental Crystal Structure Determination

2015

Related Article: Angélique Lascaux, Gaël De Leener, Luca Fusaro, Filip Topić, Kari Rissanen, Michel Luhmer, Ivan Jabin|2016|Org.Biomol.Chem.|14|738|doi:10.1039/C5OB02067K

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates3915354156-hexa-t-butyl-526061-trimethoxy-193146-trioxa-22252849-tetraazanonacyclo[23.19.7.71733.1711.13943.15458.0545.01318.03237]henhexaconta-1(45)247(60)81013151732343639(52)404254(61)5557-octadecaene-232750-trione calix[6]cryptamide imidazolidin-2-one chloroform diisopropyl ether solvate
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CCDC 1428618: Experimental Crystal Structure Determination

2015

Related Article: Angélique Lascaux, Gaël De Leener, Luca Fusaro, Filip Topić, Kari Rissanen, Michel Luhmer, Ivan Jabin|2016|Org.Biomol.Chem.|14|738|doi:10.1039/C5OB02067K

Space GroupCrystallographyCrystal SystemCrystal Structure3915354156-hexa-t-butyl-526061-trimethoxy-193146-trioxa-22252849-tetraazanonacyclo[23.19.7.71733.1711.13943.15458.0545.01318.03237]henhexaconta-1(45)247(60)81013151732343639(52)404254(61)5557-octadecaene-232750-trione calix[6]cryptamide imidazolidin-2-one chloroform pentane solvateCell ParametersExperimental 3D Coordinates
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CCDC 1542196: Experimental Crystal Structure Determination

2017

Related Article: Roy Lavendomme, Daniela Ajami, Steven Moerkerke, Johan Wouters, Kari Rissanen, Michel Luhmer, Ivan Jabin|2017|Chem.Commun.|53|6468|doi:10.1039/C7CC03078A

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates51117232935-hexa-t-butyl-373839404142-tetrakis((t-butylcarbamoyl)oxy)calix(6)arene 12-dichloroethane solvate
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CCDC 1959492: Experimental Crystal Structure Determination

2019

Related Article: Roy Lavendomme, Florent Desroches, Steven Moerkerke, Filip Topić, Johan Wouters, Kari Rissanen, Michel Luhmer, Ivan Jabin|2020|Supramol.Chem.|32|23|doi:10.1080/10610278.2019.1679374

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters51117232935-hexa-t-butyl-37-hydroxy-3839404142-pentakis((t-butylcarbamoyl)oxy)calix(6)arene chloroform unknown solvateExperimental 3D Coordinates
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