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Stereodynamics and characterization of the hexa(4-n-dodecylbiphenylyl)benzene hexaanion that includes a twisted benzene core

MPG-Autoren
http://pubman.mpdl.mpg.de/cone/persons/resource/persons47860

Fechtenkötter,  Andreas
MPI for Polymer Research, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons48459

Müllen,  Klaus
MPI for Polymer Research, Max Planck Society;

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Zitation

Eshdat, L., Hoffman, R. E., Fechtenkötter, A., Müllen, K., & Rabinovitz, M. (2003). Stereodynamics and characterization of the hexa(4-n-dodecylbiphenylyl)benzene hexaanion that includes a twisted benzene core. Chemistry-A European Journal, 9(8), 1844-1851.


Zitierlink: http://hdl.handle.net/11858/00-001M-0000-000F-6228-D
Zusammenfassung
Hexa(4-n-dodecylbiphenylyl)benzene (HDBB) was reduced by a series of alkali metals in THF under high vacuum. Three reduction states were identified by NMR spectroscopy, namely the dianion, tetraanion and hexaanion. The NMR spectra of HDBB6- revealed a remarkable distortion of symmetry, which is interpreted by adoption of a twisted conformation of the central benzene ring and a slow rotation of the inner phenylene rings of the biphenyl units. Due to the surprising thermal stability of the hexaanion, a dynamic NMR investigation revealed the pseudorotation of the twisted conformation and the phenylene rotation mentioned above.