Synthesis and structure of molecules containing linked donor and acceptor units, new tellurium-TTF derivatives and their charge transfer complexes

1991 ◽  
Vol 42 (3) ◽  
pp. 2523-2528 ◽  
Author(s):  
J.Y. Becker ◽  
J. Bernstein ◽  
S. Bittner ◽  
Y. Giron ◽  
E. Harlev ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Charge Transfer Complexes ◽  
Structure Of Molecules ◽  
Donor And Acceptor

Elementorganische Verbindungen mit o-Phenylenresten, XXXI [1]. Charge-transfer-Komplexe von 2,3,7,8-Tetrakis(methylthio)chalkogenanthrenen mit 7,7,8,8-Tetracyanchinodimethan und Tetracyanethen / Organometalloidal Compounds with o-Phenylene Substituents, Part XXXI [1]. Charge-transfer Complexes of 2,3,7,8-Tetrakis(methylthio)chalkogenanthrenes with 7,7,8,8-Tetracyanoquinodimethane and Tetracyanoethene

1998 ◽  
Vol 53 (11) ◽  
pp. 1316-1322 ◽  
Author(s):  
Marc Dötze ◽  
Hendrik Czepat ◽  
Jens Kudnig ◽  
Günter Klar
Keyword(s):  
Charge Transfer ◽  
Columnar Structure ◽  
Charge Transfer Complexes ◽  
Slow Evaporation ◽  
Dilute Solutions ◽  
Donor And Acceptor ◽  
Mndo Calculations ◽  
Donor Acceptor ◽  
Type Character ◽  
Tcnq Molecule

The title compounds are prepared by slow evaporation of dilute solutions of the components. 2,3,7,8-Tetrakis(methylthio)thianthrene and -selenanthrene give isostructural 2:1 complexes with 7,7,8,8-tetracyanoquinodimethane (TCNQ) built up by donor/acceptor/donor units in which the TCNQ molecule is inserted into the cavity formed by two of the folded, oppositely arranged chalcogenanthrene molecules. These units are connected to chains by S -S contacts via the methylthio groups. From 2,3,7,8-tetrakis(methylthio)thianthrene and tetracyanoethene again a 2:1 complex is obtained, however, with a columnar structure in which two donor stacks are slightly interlinked by an acceptor stack thus forming a structure with alternating donor and acceptor molecules. The molecules are arranged in such a way that an optimum overlap of the HOMOs of the donors and the LUMOs of the acceptors, all of which are of π-type character according to MNDO calculations, is secured.

scholarly journals Binary and ternary charge-transfer complexes using 1,3,5-trinitrobenzene

2018 ◽  
Vol 74 (2) ◽  
pp. 113-118 ◽  
Author(s):  
Tania Hill ◽  
Demetrius C. Levendis ◽  
Andreas Lemmerer
Keyword(s):  
Charge Transfer ◽  
Hydrogen Bonds ◽  
Crystal Engineering ◽  
Acid Group ◽  
Charge Transfer Complexes ◽  
Methyl Red ◽  
Donor Molecule ◽  
Complex Iv ◽  
Donor And Acceptor ◽  
Naphthoic Acid

Three binary and one ternary charge-transfer complexes have been made using 1,3,5-trinitrobenzene, viz. 1,3,5-trinitrobenzene–2-acetylnaphthalene (1/1), C6H3N3O6·C12H10O, (I), 1,3,5-trinitrobenzene–9-bromoanthracene (1/1), C14H9Br·C6H3N3O6, (II), 1,3,5-trinitrobenzene–methyl red (1/1), C15H15N3O2·C6H3N3O6, (III) (systematic name for methyl red: 2-{(E)-[4-(dimethylamino)phenyl]diazenyl}benzoic acid), and 1,3,5-trinitrobenzene–1-naphthoic acid–2-amino-5-nitropyridine (1/1/1), C6H3N3O6·C11H8O2·C5H5N3O2, (IV). All charge-transfer complexes show alternating donor and acceptor stacks, which have weak C—H...O hydrogen bonds perpendicular to the stacking axis. In addition, complex (IV) is a crystal engineering attempt to modify the packing of the stacks by inserting a third molecule into the structure. This third molecule is stabilized by strong hydrogen bonds between the carboxylic acid group of the donor molecule and the pyridine acceptor molecule.

scholarly journals Charge Transfer Complexes of 1,3,6-Trinitro-9,10-phenanthrenequinone with Polycyclic Aromatic Compounds

Molecules ◽  
2021 ◽  
Vol 26 (21) ◽  
pp. 6391
Author(s):  
Roman Linko ◽  
Michael Ryabov ◽  
Pavel Strashnov ◽  
Pavel Dorovatovskii ◽  
Victor Khrustalev ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Density Functional ◽  
Energy Levels ◽  
Orbital Energy ◽  
Charge Transfer Complexes ◽  
X Ray Diffraction ◽  
Functional Theory ◽  
Donor And Acceptor ◽  
Polycyclic Aromatic ◽  
And Control

Understanding the interactions of organic donor and acceptor molecules in binary associates is crucial for design and control of their functions. Herein, we carried out a theoretical study on the properties of charge transfer complexes of 1,3,6-trinitro-9,10-phenanthrenequinone (PQ) with 23 aromatic π-electron donors. Density functional theory (DFT) was employed to obtain geometries, frontier orbital energy levels and amounts of charge transfer in the ground and first excited states. For the most effective donors, namely, dibenzotetrathiafulvalene, pentacene, tetrathiafulvalene, 5,10-dimethylphenazine, and tetramethyl-p-phenylenediamine, the amount of charge transfer in the ground state was shown to be 0.134−0.240 e−. Further, a novel charge transfer complex of PQ with anthracene was isolated in crystalline form and its molecular and crystal structure elucidated by single-crystal synchrotron X-ray diffraction.

scholarly journals Binary charge-transfer complexes using pyromellitic acid dianhydride featuring C—H...O hydrogen bonds

2018 ◽  
Vol 74 (12) ◽  
pp. 1772-1777 ◽  
Author(s):  
Tania N. Hill ◽  
Andreas Lemmerer
Keyword(s):  
Charge Transfer ◽  
Hydrogen Bonds ◽  
Complex I ◽  
Charge Transfer Complexes ◽  
Asymmetric Unit ◽  
Pyromellitic Acid ◽  
Complex Iv ◽  
Complex Ii ◽  
Donor And Acceptor ◽  
Acceptor Molecules

Four binary charge-transfer complexes were made using pyromellitic acid dianhydride (pmda), those being pmda–naphthalene (1/1), C10H2O6·C10H8, (I), pmda–fluoranthene (1/1), C10H2O6·C16H10, (II), pmda–9-methylanthracene (1/1), C10H2O6·C15H12, (III), and pmda–ethyl anthracene-9-carboxylate (1/2), C10H2O6·2C17H12O3, (IV). All charge-transfer complexes show alternating donor and acceptor stacks, which have weak C—H...O hydrogen bonds connecting the donor and acceptor molecules. In addition, complex (I) has Z′ = 1/2, complex (II) has a Z′ = 2 and complex (IV) has half molecule of pyromellitic acid dianhydride in the asymmetric unit.

Studies on the Chemical Modifications of Metallo- Organic Charge-Transfer Complex Switching and Memory Storage Materials

1992 ◽  
Vol 247 ◽  
Author(s):  
Hailing Ddan ◽  
Dwaine O. Cohan ◽  
Theodore O. Poehler
Keyword(s):  
Charge Transfer ◽  
Steric Effect ◽  
Charge Transfer Complex ◽  
Film Formation ◽  
Memory Storage ◽  
Charge Transfer Complexes ◽  
Chemical Modifications ◽  
Donor And Acceptor ◽  
Cu Complexes ◽  
Complex Film

ABSTRACTIn order to obtain desired switching and memory properties by carrying out chemical modifications on CuTCNQ-type charge-transfer complexes, systematic explorations on various donor and acceptor reactivities are necessary. Thus, the reactivities of thirty-three different metals with TCNQ and four organo-acceptors with Cu in an CH3CN solution were qualitatively studied, as well as the solvent effects on the complex film formation. Uniform coverage of Metallo-organic complex films were obtained (in the order of reactivities) on TCNQ complexes of Tl, Ca, Mg, Cu, Ag, Mn and Cd, as well as on Cu complexes of TCNQ(OET)2, BTCNQ and TCNQ(i-Pr)2. The donor reactivity is affected by its surface immunity (behavior) towards the acceptor attack and the solubility of the formed charge-transfer complex in the chosen solvent. The acceptor reactivity is affected mainly by a steric effect, followed by an inductive effect of the substituents. The complex film morphology and quality could be optimized by matching the relative reactivity of donor vs. acceptor and by choosing the appropriate solvent with proper solubility of the formed complex.

Elementorganische Verbindungen mit o-Phenylenresten, XXVIII [1] Charge-transfer-Komplexe von 2,3,7,8-Tetraalkoxy-chalkogenanthrenen mit 7,7,8,8-Tetracyan-2,3,5,6-tetrafluor-chinodimethan / Organometalloidal Compounds with o-Phenylene Substituents, Part XXVIII [1] Charge-Transfer Complexes of 2,3,7,8-Tetraalkoxy-chalcogenanthrenes wjth 7,7,8,8-Tetracyano-2,3,5,6-tetrafluoro-quinodimethane

1996 ◽  
Vol 51 (9) ◽  
pp. 1295-1300 ◽  
Author(s):  
Stephan Friederichs ◽  
Jens Kudnig ◽  
Günter Klar
Keyword(s):  
Charge Transfer ◽  
Crystal Structures ◽  
Pure State ◽  
Charge Transfer Complexes ◽  
Columnar Crystal ◽  
Donor And Acceptor ◽  
Mndo Calculations ◽  
Type Character ◽  
A Charge ◽  
Acceptor Molecules

2,3,7,8-Tetramethoxythianthrene and -selenanthrene, as well as -tetraethoxythianthrene give isostructural 1:1 charge-transfer complexes with 7,7,8,8-tetracyano-2,3,5,6-tetrafluoroquinodimethane. In the columnar crystal structures there are alternating donor and acceptor molecules. The chalcogenanthrene molecules which are folded at their E···E axes in the pure state, are planar in the complexes indicating a charge-transfer according to [donor]+ [acceptor]- . Consecutive molecules of the stacks are arranged in such a way that an optimum overlap of the HOMO of the donor and the LUMO of the acceptor, both of which are of π-type character according to MNDO calculations, is secured.

Magnetic properties of new charge-transfer complexes based on manganese porphyrins

1997 ◽  
Vol 90 (3) ◽  
pp. 407-413
Author(s):  
MARC KELEMEN ◽  
CHRISTOPH WACHTER ◽  
HUBERT WINTER ◽  
ELMAR DORMANN ◽  
RUDOLF GOMPPER ◽  
...  
Keyword(s):  
Magnetic Properties ◽  
Charge Transfer ◽  
Charge Transfer Complexes ◽  
Manganese Porphyrins

Charge Transfer Complexation Boosts Molecular Conductance Through Fermi Level Pinning

2018 ◽  
Author(s):  
Kun Wang ◽  
Andrea Vezzoli ◽  
Iain Grace ◽  
Maeve McLaughlin ◽  
Richard Nichols ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Single Molecule ◽  
Quantum Interference ◽  
Transmission Function ◽  
Scanning Tunneling ◽  
Charge Transfer Complexes ◽  
Tunneling Microscopy ◽  
Quantum Interference Effect ◽  
Single Molecule Junctions ◽  
Charge Transfer Complexation

We have used scanning tunneling microscopy to create and study single molecule junctions with thioether-terminated oligothiophene molecules. We find that the conductance of these junctions increases upon formation of charge transfer complexes of the molecules with tetracyanoethene, and that the extent of the conductance increase is greater the longer is the oligothiophene, i.e. the lower is the conductance of the uncomplexed molecule in the junction. We use non-equilibrium Green's function transport calculations to explore the reasons for this theoretically, and find that new resonances appear in the transmission function, pinned close to the Fermi energy of the contacts, as a consequence of the charge transfer interaction. This is an example of a room temperature quantum interference effect, which in this case boosts junction conductance in contrast to earlier observations of QI that result in diminished conductance.<br>

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