0000000000762800
AUTHOR
Sebastian Sobottka
showing 6 related works from this author
An aryl-fused redox-active tetrathiafulvalene with enhanced mixed-valence and radical-cation dimer stabilities.
2018
Molecular recognition of stable organic radicals is a relatively novel, but important structural binding motif in supramolecular chemistry. Here, we report on a redox-switchable veratrole-fused tetrathiafulvalene derivative VTTF which is ideally suited for this purpose and for the incorporation into stimuli-responsive systems. As revealed by electrochemistry, UV/Vis measurements, X-ray analysis, and electrocrystallisation, VTTF can be reversibly oxidised to the corresponding radical-cation or dication which shows optoelectronic and structural propterties similar to tetrathiafulvalene and tetrakis(methylthio)tetrathiafulvalene. However, theoretical calculations, variable temperature EPR, and…
Redox-Responsive Host–Guest Chemistry of a Flexible Cage with Naphthalene Walls
2020
"Naphthocage", a naphthalene-based organic cage, reveals very strong binding (up to 1010 M-1) to aromatic (di)cationic guests, i.e., the tetrathiafulvalene mono- and dication and methyl viologen. Intercalation of the guests between two naphthalene walls is mediated by C-H···O, C-H···π, and cation···π interactions. The guests can be switched into and out of the cage by redox processes with high binding selectivity. Oxidation of the flexible cage itself in the absence of a guest leads to a stable radical cation with the oxidized naphthalene intercalated between and stabilized by the other two. Encapsulated guest cations are released from the cavity upon cage oxidation, paving the way to futur…
Redox-Responsive Host-Guest Chemistry of a Flexible Cage with Naphthalene Walls
2020
“Naphthocage”, a naphthalene-based organic cage, reveals very strong binding (up to 1010 M–1) to aromatic (di)cationic guests, i.e., the tetrathiafulvalene mono- and dication and methyl viologen. Intercalation of the guests between two naphthalene walls is mediated by C–H···O, C–H···π, and cation···π interactions. The guests can be switched into and out of the cage by redox processes with high binding selectivity. Oxidation of the flexible cage itself in the absence of a guest leads to a stable radical cation with the oxidized naphthalene intercalated between and stabilized by the other two. Encapsulated guest cations are released from the cavity upon cage oxidation, paving the way to futur…
CCDC 1957981: Experimental Crystal Structure Determination
2020
Related Article: Fei Jia, Hendrik V. Schröder, Liu-Pan Yang, Carolina von Essen, Sebastian Sobottka, Biprajit Sarkar, Kari Rissanen, Wei Jiang, Christoph A. Schalley|2020|J.Am.Chem.Soc.|142|3306|doi:10.1021/jacs.9b11685
CCDC 1581480: Experimental Crystal Structure Determination
2018
Related Article: Hendrik V. Schröder, Felix Witte, Marius Gaedke, Sebastian Sobottka, Lisa Suntrup, Henrik Hupatz, Arto Valkonen, Beate Paulus, Kari Rissanen, Biprajit Sarkar, Christoph A. Schalley|2018|Org.Biomol.Chem.|16|2741|doi:10.1039/C8OB00415C
CCDC 1586984: Experimental Crystal Structure Determination
2018
Related Article: Hendrik V. Schröder, Felix Witte, Marius Gaedke, Sebastian Sobottka, Lisa Suntrup, Henrik Hupatz, Arto Valkonen, Beate Paulus, Kari Rissanen, Biprajit Sarkar, Christoph A. Schalley|2018|Org.Biomol.Chem.|16|2741|doi:10.1039/C8OB00415C