0000000001212110

AUTHOR

Mart Reimund

showing 11 related works from this author

Chiral hemicucurbit[8]uril as an anion receptor: selectivity to size, shape and charge distribution

2017

A novel eight-membered macrocycle of the hemicucurbit[n]uril family, chiral (all-R)-cyclohexanohemicucurbit[8]uril (cycHC[8]) binds anions in a purely protic solvent with remarkable selectivity. The cycHC[8] portals open and close to fully encapsulate anions in a 1 : 1 ratio, resembling a molecular Pac-Man™. Comprehensive gas, solution and solid phase studies prove that the binding is governed by the size, shape and charge distribution of the bound anion. Gas phase studies show an order of SbF6− ≈ PF6− > ReO4− > ClO4− > SCN− > BF4− > HSO4− > CF3SO3− for anion complexation strength. An extensive crystallographic study reveals the preferred orientations of the anions within the octahedral cav…

macrocyclesanion receptorsvalikoivuushemicucurbituril
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Chiral hemicucurbit[8]uril as an anion receptor: selectivity to size, shape and charge distribution

2017

A novel eight-membered macrocycle of the hemicucurbit[n]uril family, chiral (all-R)-cyclohexanohemicucurbit[8]uril (cycHC[8]) binds anions in a purely protic solvent with remarkable selectivity. The cycHC[8] portals open and close to fully encapsulate anions in a 1 : 1 ratio, resembling a molecular Pac-Man™. Comprehensive gas, solution and solid phase studies prove that the binding is governed by the size, shape and charge distribution of the bound anion. Gas phase studies show an order of SbF6− ≈ PF6− > ReO4− > ClO4− > SCN− > BF4− > HSO4− > CF3SO3− for anion complexation strength. An extensive crystallographic study reveals the preferred orientations of the anions within the octahedral cav…

anion receptors010405 organic chemistryStereochemistryselectivityCharge densityIsothermal titration calorimetryGeneral Chemistryhemicucurbituril010402 general chemistry01 natural sciences0104 chemical sciencesIonSolventCrystallographychemistry.chemical_compoundmacrocyclesOctahedronchemistryPhase (matter)Selectivityta116Protic solventChemical Science
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Chiral hemicucurbit[8]uril as an anion receptor: selectivity to size, shape and charge distribution† †Electronic supplementary information (ESI) avai…

2016

Chiral (all-R)-cyclohexanohemicucurbit[8]uril binds anions in a 1 : 1 ratio in pure methanol like a molecular Pac-Man™ with remarkable selectivity based on the size, shape and charge distribution of the anion.

ChemistryChemical Science
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CCDC 1514740: Experimental Crystal Structure Determination

2016

Related Article: Sandra Kaabel, Jasper Adamson, Filip Topić, Anniina Kiesilä, Elina Kalenius, Mario Öeren, Mart Reimund, Elena Prigorchenko, Aivar Lõokene, Hans J. Reich, Kari Rissanen, Riina Aav|2017|Chemical Science|8|2184|doi:10.1039/C6SC05058A

Space GroupCrystallographytetra-n-butylphosphonium cycloocta(1-methylene-(octahydro-2H-benzimidazol-2-one-3-yl)) periodate methanol solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1514737: Experimental Crystal Structure Determination

2016

Related Article: Sandra Kaabel, Jasper Adamson, Filip Topić, Anniina Kiesilä, Elina Kalenius, Mario Öeren, Mart Reimund, Elena Prigorchenko, Aivar Lõokene, Hans J. Reich, Kari Rissanen, Riina Aav|2017|Chemical Science|8|2184|doi:10.1039/C6SC05058A

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinatestetra-n-butylphosphonium cycloocta(1-methylene-(octahydro-2H-benzimidazol-2-one-3-yl)) hexafluoroantimonate methanol solvate
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CCDC 1514738: Experimental Crystal Structure Determination

2016

Related Article: Sandra Kaabel, Jasper Adamson, Filip Topić, Anniina Kiesilä, Elina Kalenius, Mario Öeren, Mart Reimund, Elena Prigorchenko, Aivar Lõokene, Hans J. Reich, Kari Rissanen, Riina Aav|2017|Chemical Science|8|2184|doi:10.1039/C6SC05058A

Space GroupCrystallographytetra-n-butylammonium cycloocta(1-methylene-(octahydro-2H-benzimidazol-2-one-3-yl)) tetrafluoroborate methanol solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1514739: Experimental Crystal Structure Determination

2016

Related Article: Sandra Kaabel, Jasper Adamson, Filip Topić, Anniina Kiesilä, Elina Kalenius, Mario Öeren, Mart Reimund, Elena Prigorchenko, Aivar Lõokene, Hans J. Reich, Kari Rissanen, Riina Aav|2017|Chemical Science|8|2184|doi:10.1039/C6SC05058A

Space GroupCrystallographytetra-n-butylammonium cycloocta(1-methylene-(octahydro-2H-benzimidazol-2-one-3-yl)) oxido-trioxo-rhenium(vii) methanol solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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Chiral hemicucurbit[8]uril as an anion receptor: selectivity to size, shape and charge distribution

2023

Chiral (all-R)-cyclohexanohemicucurbit[8]uril binds anions in a 1 : 1 ratio in pure methanol like a molecular Pac-Man™ with remarkable selectivity based on the size, shape and charge distribution of the anion.

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CCDC 1521388: Experimental Crystal Structure Determination

2016

Related Article: Sandra Kaabel, Jasper Adamson, Filip Topić, Anniina Kiesilä, Elina Kalenius, Mario Öeren, Mart Reimund, Elena Prigorchenko, Aivar Lõokene, Hans J. Reich, Kari Rissanen, Riina Aav|2017|Chemical Science|8|2184|doi:10.1039/C6SC05058A

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameterstetra-n-butylammonium (all-R)-cyclohexanohemicucurbit[8]uril perchlorate methanol solvateExperimental 3D Coordinates
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CCDC 1514736: Experimental Crystal Structure Determination

2016

Related Article: Sandra Kaabel, Jasper Adamson, Filip Topić, Anniina Kiesilä, Elina Kalenius, Mario Öeren, Mart Reimund, Elena Prigorchenko, Aivar Lõokene, Hans J. Reich, Kari Rissanen, Riina Aav|2017|Chemical Science|8|2184|doi:10.1039/C6SC05058A

Space GroupCrystallographytetra-n-butylammonium cycloocta(1-methylene-(octahydro-2H-benzimidazol-2-one-3-yl)) hexafluorophosphate methanol solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1514741: Experimental Crystal Structure Determination

2016

Related Article: Sandra Kaabel, Jasper Adamson, Filip Topić, Anniina Kiesilä, Elina Kalenius, Mario Öeren, Mart Reimund, Elena Prigorchenko, Aivar Lõokene, Hans J. Reich, Kari Rissanen, Riina Aav|2017|Chemical Science|8|2184|doi:10.1039/C6SC05058A

Space GroupCrystallographyCrystal SystemCrystal Structuretetra-n-butylammonium cycloocta(1-methylene-(octahydro-2H-benzimidazol-2-one-3-yl)) trifluoromethanesulfonate methanol solvateCell ParametersExperimental 3D Coordinates
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