0000000001301947
AUTHOR
Ahmad Daher
Synthesis and structural characterisation of bulky heptaaromatic (hetero)aryl o-substituted s-aryltetrazines
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…
Bridge-Clamp Bis(tetrazine)s with [N] 8 π-Stacking Interactions and Azido- s -Aryl Tetrazines: Two Classes of Doubly Clickable Tetrazines
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…
CCDC 1828692: Experimental Crystal Structure Determination
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
CCDC 1908608: Experimental Crystal Structure Determination
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
CCDC 1908609: Experimental Crystal Structure Determination
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
CCDC 1828690: Experimental Crystal Structure Determination
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
CCDC 1993888: Experimental Crystal Structure Determination
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
CCDC 1908612: Experimental Crystal Structure Determination
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
CCDC 1991440: Experimental Crystal Structure Determination
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
CCDC 1828691: Experimental Crystal Structure Determination
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
CCDC 1559130: Experimental Crystal Structure Determination
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
CCDC 1908611: Experimental Crystal Structure Determination
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
CCDC 1908610: Experimental Crystal Structure Determination
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
CCDC 1908606: Experimental Crystal Structure Determination
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
CCDC 1908607: Experimental Crystal Structure Determination
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
CCDC 1828689: Experimental Crystal Structure Determination
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
CCDC 1559132: Experimental Crystal Structure Determination
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
CCDC 1559131: Experimental Crystal Structure Determination
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