Hexaaminobenzene Derivatives: Synthesis and Unusual Oxidation Behavior

Autor:	Andreas Zietsch, Marc Würde, J. Jens Wolff, Bernd Speiser, Frank Gredel, Bernd Nuber
Rok vydání:	2001
Předmět:	chemistry.chemical_compound Crystallography Monomer chemistry biology Organic Chemistry Tetra Electrochemistry biology.organism_classification Photochemistry Cyclophane Dication
Zdroj:	The Journal of Organic Chemistry. 66:2769-2777
ISSN:	1520-6904 0022-3263
DOI:	10.1021/jo005744+
Popis:	The syntheses and the electrochemical behavior of the monomeric peralkylated hexaamino(1,3)metacyclophane 4, the dimeric dodecaamino(1,3)cyclophane 5a, and the dodecaamino(1,3,5)cyclophane 6 are described. Electrochemical measurements show that the hexaaminobenzene units in 4 and 5a undergo an unusually slow two-electron transfer attributed to the deformation of the rings into bis-cyanine cations when oxidized to the respective dication. Further oxidations to tri-, tetra-, and hexacationic units occur at more positive potentials. In the dimeric structures, no interaction between the rings can be seen in the (1,3)cyclophane, but strong interaction for the (1,3,5)cyclophane is observed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d9ec5ebc4ce2b60767d99c25cf923db3 https://doi.org/10.1021/jo005744+ Zobrazit plný text záznamu