Tethered 1,4-Benzoquinones and Their DCNQI Derivatives: Syntheses, Electronic Interactions, Redox Properties, Charge-Transfer Complexes, and Copper Salts

Author(s):  
Siegfried Hünig ◽  
Klaus Sinzger ◽  
Martina Kemmer ◽  
Uwe Langohr ◽  
Harald Rieder ◽  
...  
1987 ◽  
Vol 42 (9) ◽  
pp. 1147-1152 ◽  
Author(s):  
Aboul-fetouh E. Mourad ◽  
Verena Lehne

Charge-transfer (CT) complexation between some [2.2]- and [2.2.2]paracyclophane-carbamates as donors with 2,3-dichloro-5.6-dicyanobenzoquinone (DDO ) as well as tetracyanoethylene (TCNE) as π-acceptors has been evidenced by VIS. 1H NMR and IR spectroscopy. The site of interaction in the two different donor systems was determined. The results reveal no contribution of the nitrogen lone pair electrons of the carbamate functional group in the CT complexation. and the interaction is mainly of π-π* type. In addition, the existence of the transannular electronic interactions in [2.2]paracyclophane derivatives is responsible for CT complex formation.


1992 ◽  
Vol 276 ◽  
Author(s):  
Shoji Yamaguchi ◽  
Carlos A. Valenzuela ◽  
Richard S. Potember

ABSTRACTWe are investigating organometallic materials which exhibit a novel fieldinduced reversible switching phenomenon. Silver and copper salts of tetracyanoquinodimethane (TCNQ) and its derivatives, prepared as polycrystalline thick films and vacuum-deposited thin films, have been imaged using a scanning tunneling microscope (STM). We have recently produced images with molecular resolution of these materials. We also have demonstrated a field-induced, charge-transfer reaction driven by the electric field at the STM tip when the field generated by the STM exceeds the switching threshold of the organic charge-transfer complex. The phase transition induced by the STM tip appears as nanometer to micrometer-sized domains on the metal-TCNQ and derivatives surface. This STM-induced chemical reaction is being explored for use in a molecular-based information storage system.


1993 ◽  
Vol 311 ◽  
Author(s):  
Shoji Yamaguchi ◽  
Carlos A. Valenzuela ◽  
Richard S. Potember

ABSTRACTWe are exploring high density information storage systems based on organometallic materials. Silver and copper salts of tetracyanoquinodimethane (TCNQ) and its derivatives exhibit an electrical and optical field induced reversible switching phenomenon. We have demonstrated a field-induced, charge-transfer reaction driven by the electric field at the STM tip when the field generated by the STM exceeds the switching threshold of the organic charge-transfer complex. The phase transition induced by the STM tip appears as nanometer-sized domains on the metal-TCNQ and derivatives surface. We also have shown this phase transition occur by means of optical laser irradiation. This paper discusses our plans to combine our research results in optical switching with the scanning near-field optical microscope (NSOM) to develop a very high density optical memory system. In order toassess the feasibility of this, we performed a series of experiments aimed at determining the limitations of information storage using this class of organic charge transfer complexes.


1977 ◽  
Vol 55 (5) ◽  
pp. 766-770 ◽  
Author(s):  
A. W. Addison ◽  
T. H. Li ◽  
L. Weiler

The redox properties of 2,3,7,8-tetramethoxyselenanthrene and 2,3,7,8-tetramethoxythianthrene have been studied in solution in order to compare their potential applicability as charge-transfer donors. The selenium compound is the weaker reductant, yielding a stable radical cation and a reactive dication, the former dimerizing in solution. Electron spin resonance and visible absorption spectra of the stable species were obtained. The 1:1 charge-transfer complexes of the above donors with tetracyanoquinodimethane are found to be insulators.


1997 ◽  
Vol 90 (3) ◽  
pp. 407-413
Author(s):  
MARC KELEMEN ◽  
CHRISTOPH WACHTER ◽  
HUBERT WINTER ◽  
ELMAR DORMANN ◽  
RUDOLF GOMPPER ◽  
...  

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