0000000001301947

AUTHOR

Ahmad Daher

showing 18 related works from this author

Synthesis and structural characterisation of bulky heptaaromatic (hetero)aryl o-substituted s-aryltetrazines

2020

An expedient two-step synthesis produces in good yield polyaromatic heptacyclic (hetero)arylated o-substituted s-aryltetrazines (s-Tz) directly from diphenyl s-tetrazine. This methodology overcomes the steric limitations of classical Pinner-like syntheses encountered for o-functionalized s-Tz. A single step palladium-catalyzed N-directed C–H bond tetrahalogenation is followed by a Pd-catalyzed Suzuki (hetero)arylation that is achieved simultaneously on four sites. The single crystal X-ray diffraction structure of the resulting typical polyaromatic heptacyclic aromatic compound 3,6-bis(2,6-diphenyl)-1,2,4,5-tetrazine (3) is analyzed, together with R-functionalized peripheral phenyl derivativ…

Steric effects[CHIM.ORGA]Chemical Sciences/Organic chemistry010405 organic chemistryHydrogen bondArylStackingAromaticityGeneral Chemistry010402 general chemistry01 natural sciencesCatalysisPlanarity testing0104 chemical sciencesCrystallographyTetrazinechemistry.chemical_compoundchemistryMaterials ChemistrySingle crystalNew Journal of Chemistry
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Bridge-Clamp Bis(tetrazine)s with [N] 8 π-Stacking Interactions and Azido- s -Aryl Tetrazines: Two Classes of Doubly Clickable Tetrazines

2020

Click chemistry at a tetrazine core is useful for bioorthogonal labeling and crosslinking. Introduced here are two new classes of doubly clickable s-aryl tetrazines synthesized by Cu-catalyzed cross-coupling. Homocoupling of o-brominated s-aryl tetrazines leads to bis(tetrazine)s structurally characterized by tetrazine cores arranged face-to-face. [N]8 π-stacking interactions are essential to the conformation. Upon inverse electron demand Diels-Alder (iEDDA) cycloaddition, the bis(tetrazine)s produce a unique staple structure. The o-azidation of s-aryl tetrazines introduces a second proximal intermolecular clickable function that leads to double click chemistry opportunities. The stepwise i…

chemistry.chemical_classificationTrifluoromethylation010405 organic chemistryChemistryArylThio-General ChemistryGeneral Medicine010402 general chemistryCombinatorial chemistry01 natural sciencesBridge (interpersonal)CatalysisCycloaddition0104 chemical sciencesTetrazinechemistry.chemical_compoundPolymer chemistryClick chemistryNon-covalent interactions[CHIM]Chemical SciencesClickableBioorthogonal chemistry
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CCDC 1828692: Experimental Crystal Structure Determination

2019

Related Article: Clève D. Mboyi, Delphine Vivier, Ahmad Daher, Paul Fleurat-Lessard, Hélène Cattey, Charles H. Devillers, Claire Bernhard, Franck Denat, Julien Roger, Jean-Cyrille Hierso|2020|Angew.Chem.,Int.Ed.|59|1149|doi:10.1002/anie.201911947

3-[2-(dicyclohexylphosphoryl)phenyl]-6-phenyl-1245-tetrazineSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1908608: Experimental Crystal Structure Determination

2019

Related Article: Clève D. Mboyi, Delphine Vivier, Ahmad Daher, Paul Fleurat-Lessard, Hélène Cattey, Charles H. Devillers, Claire Bernhard, Franck Denat, Julien Roger, Jean-Cyrille Hierso|2020|Angew.Chem.,Int.Ed.|59|1149|doi:10.1002/anie.201911947

33'-([11'-biphenyl]-22'-diyl)bis[6-(2-fluorophenyl)-1245-tetrazine]Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1908609: Experimental Crystal Structure Determination

2019

Related Article: Clève D. Mboyi, Delphine Vivier, Ahmad Daher, Paul Fleurat-Lessard, Hélène Cattey, Charles H. Devillers, Claire Bernhard, Franck Denat, Julien Roger, Jean-Cyrille Hierso|2020|Angew.Chem.,Int.Ed.|59|1149|doi:10.1002/anie.201911947

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters33'-(33'-difluoro[11'-biphenyl]-22'-diyl)bis(6-phenyl-1245-tetrazine) unknown solvateExperimental 3D Coordinates
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CCDC 1828690: Experimental Crystal Structure Determination

2019

Related Article: Clève D. Mboyi, Delphine Vivier, Ahmad Daher, Paul Fleurat-Lessard, Hélène Cattey, Charles H. Devillers, Claire Bernhard, Franck Denat, Julien Roger, Jean-Cyrille Hierso|2020|Angew.Chem.,Int.Ed.|59|1149|doi:10.1002/anie.201911947

Space GroupCrystallographyCrystal System3-[2-(4-methoxyphenoxy)phenyl]-6-phenyl-1245-tetrazineCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1993888: Experimental Crystal Structure Determination

2020

Related Article: Clève D. Mboyi, Ahmad Daher, Neelab Khirzada, Charles H. Devillers, Hélène Cattey, Paul Fleurat-Lessard, Julien Roger, Jean-Cyrille Hierso|2020|New J.Chem.|44|15235|doi:10.1039/D0NJ02338H

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters36-bis(1333-dimethoxy[1121:2331-terphenyl]-22-yl)-1245-tetrazineExperimental 3D Coordinates
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CCDC 1908612: Experimental Crystal Structure Determination

2019

Related Article: Clève D. Mboyi, Delphine Vivier, Ahmad Daher, Paul Fleurat-Lessard, Hélène Cattey, Charles H. Devillers, Claire Bernhard, Franck Denat, Julien Roger, Jean-Cyrille Hierso|2020|Angew.Chem.,Int.Ed.|59|1149|doi:10.1002/anie.201911947

Space GroupCrystallographyCrystal System{[11'-biphenyl]-22'-diylbis[(4-phenyl-66a77a89-hexahydro-5H-cyclopropa[56]cycloocta[12-d]pyridazine-17-diyl)]}dimethanol methanol unknown solvateCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1991440: Experimental Crystal Structure Determination

2020

Related Article: Clève D. Mboyi, Ahmad Daher, Neelab Khirzada, Charles H. Devillers, Hélène Cattey, Paul Fleurat-Lessard, Julien Roger, Jean-Cyrille Hierso|2020|New J.Chem.|44|15235|doi:10.1039/D0NJ02338H

Space GroupCrystallography36-bis(1434-di-t-butyl[1121:2331-terphenyl]-22-yl)-1245-tetrazine dichloromethane solvateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1828691: Experimental Crystal Structure Determination

2019

Related Article: Clève D. Mboyi, Delphine Vivier, Ahmad Daher, Paul Fleurat-Lessard, Hélène Cattey, Charles H. Devillers, Claire Bernhard, Franck Denat, Julien Roger, Jean-Cyrille Hierso|2020|Angew.Chem.,Int.Ed.|59|1149|doi:10.1002/anie.201911947

Space GroupCrystallographyCrystal System3-[2-(3-methyl-1H-pyrazol-1-yl)phenyl]-6-phenyl-1245-tetrazineCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1559130: Experimental Crystal Structure Determination

2020

Related Article: Clève D. Mboyi, Ahmad Daher, Neelab Khirzada, Charles H. Devillers, Hélène Cattey, Paul Fleurat-Lessard, Julien Roger, Jean-Cyrille Hierso|2020|New J.Chem.|44|15235|doi:10.1039/D0NJ02338H

Space GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates36-bis(26-dibromophenyl)-1245-tetrazine
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CCDC 1908611: Experimental Crystal Structure Determination

2019

Related Article: Clève D. Mboyi, Delphine Vivier, Ahmad Daher, Paul Fleurat-Lessard, Hélène Cattey, Charles H. Devillers, Claire Bernhard, Franck Denat, Julien Roger, Jean-Cyrille Hierso|2020|Angew.Chem.,Int.Ed.|59|1149|doi:10.1002/anie.201911947

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters3-(2-bromophenyl)-6-{2-[4-(4-methoxyphenyl)-1H-123-triazol-1-yl]phenyl}-1245-tetrazine 3-{2-[4-(4-methoxyphenyl)-1H-123-triazol-1-yl]phenyl}-6-phenyl-1245-tetrazineExperimental 3D Coordinates
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CCDC 1908610: Experimental Crystal Structure Determination

2019

Related Article: Clève D. Mboyi, Delphine Vivier, Ahmad Daher, Paul Fleurat-Lessard, Hélène Cattey, Charles H. Devillers, Claire Bernhard, Franck Denat, Julien Roger, Jean-Cyrille Hierso|2020|Angew.Chem.,Int.Ed.|59|1149|doi:10.1002/anie.201911947

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters3-phenyl-6-[2-(trifluoromethyl)phenyl]-1245-tetrazineExperimental 3D Coordinates
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CCDC 1908606: Experimental Crystal Structure Determination

2019

Related Article: Clève D. Mboyi, Delphine Vivier, Ahmad Daher, Paul Fleurat-Lessard, Hélène Cattey, Charles H. Devillers, Claire Bernhard, Franck Denat, Julien Roger, Jean-Cyrille Hierso|2020|Angew.Chem.,Int.Ed.|59|1149|doi:10.1002/anie.201911947

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters33'-([11'-biphenyl]-22'-diyl)bis(6-phenyl-1245-tetrazine)Experimental 3D Coordinates
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CCDC 1908607: Experimental Crystal Structure Determination

2019

Related Article: Clève D. Mboyi, Delphine Vivier, Ahmad Daher, Paul Fleurat-Lessard, Hélène Cattey, Charles H. Devillers, Claire Bernhard, Franck Denat, Julien Roger, Jean-Cyrille Hierso|2020|Angew.Chem.,Int.Ed.|59|1149|doi:10.1002/anie.201911947

Space GroupCrystallography33'-([11'-biphenyl]-22'-diyl)bis[6-(2-chlorophenyl)-1245-tetrazine]Crystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1828689: Experimental Crystal Structure Determination

2019

Related Article: Clève D. Mboyi, Delphine Vivier, Ahmad Daher, Paul Fleurat-Lessard, Hélène Cattey, Charles H. Devillers, Claire Bernhard, Franck Denat, Julien Roger, Jean-Cyrille Hierso|2020|Angew.Chem.,Int.Ed.|59|1149|doi:10.1002/anie.201911947

3-[2-(35-dimethylphenoxy)phenyl]-6-phenyl-1245-tetrazineSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1559132: Experimental Crystal Structure Determination

2020

Related Article: Clève D. Mboyi, Ahmad Daher, Neelab Khirzada, Charles H. Devillers, Hélène Cattey, Paul Fleurat-Lessard, Julien Roger, Jean-Cyrille Hierso|2020|New J.Chem.|44|15235|doi:10.1039/D0NJ02338H

36-bis([1121:2331-terphenyl]-22-yl)-1245-tetrazineSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1559131: Experimental Crystal Structure Determination

2020

Related Article: Clève D. Mboyi, Ahmad Daher, Neelab Khirzada, Charles H. Devillers, Hélène Cattey, Paul Fleurat-Lessard, Julien Roger, Jean-Cyrille Hierso|2020|New J.Chem.|44|15235|doi:10.1039/D0NJ02338H

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters3-(2-bromophenyl)-6-phenyl-1245-tetrazineExperimental 3D Coordinates
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