Modulation of charge-transfer complexes assisted by complementary hydrogen bonds of nucleobases: TCNQ complexes of a uracil-substituted EDO-TTF

CrystEngComm ◽  
2012 ◽  
Vol 14 (20) ◽  
pp. 6881 ◽  
Author(s):  
Tsuyoshi Murata ◽  
Yoshikazu Umemoto ◽  
Eigo Miyazaki ◽  
Kazuhiro Nakasuji ◽  
Yasushi Morita
Keyword(s):  
Charge Transfer ◽  
Hydrogen Bonds ◽  
Charge Transfer Complexes

Effets de solvant sur les complexes par transfert de charge iode – composés thiocarbonylés

1987 ◽  
Vol 65 (9) ◽  
pp. 2106-2108 ◽  
Author(s):  
Georges Guiheneuf ◽  
José-Luis M. Abboud ◽  
Widded Bouab
Keyword(s):  
Charge Transfer ◽  
Hydrogen Bonds ◽  
Carbonyl Compound ◽  
Carbonyl Compounds ◽  
The Other ◽  
Charge Transfer Complexes

The effects of solvents on different iodine – thiocarbonyl base charge-transfer complexes of variable stability have been examined and these are compared with the effects of solvents of the iodine – carbonyl compound complexes. There is an inversion of the effect of those solvents that can form hydrogen bonds on going from one series to the other, which is attributed to the fact that the carbonyl compounds are hard bases while the thiocarbonyl compounds are soft bases. [Journal translation]

scholarly journals Über die Bildung von Molekülkomplexen bei der Feldionisation organischer Moleküle

1971 ◽  
Vol 26 (12) ◽  
pp. 2063-2066
Author(s):  
H. D. Beckey ◽  
M. D. Migahed
Keyword(s):  
Charge Transfer ◽  
Hydrogen Bonds ◽  
Sandwich Structure ◽  
Mass Spectra ◽  
Field Ionization ◽  
Charge Transfer Complexes ◽  
Ionization Mass ◽  
Organic Substances ◽  
Ct Complexes

Hetero-dimer ions are observed in the field ionization mass spectra of aniline-nitrobenzene mixtures, and also in mixtures of some other organic substances which yield charge-transfer complexes in solutions. It is shown that the structure of the hetero-dimer ions is different from the sandwich structure of the corresponding CT-complexes in solutions. Arguments are given for assuming hydrogen bonds between the components of the complexes, with an additional weak CT-bond

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 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 Charge-Transfer and Hydrogen Bond Formation with Cyproheptadine

2001 ◽  
Vol 215 (7) ◽  
Author(s):  
J. Gangopadhyay ◽  
Sujit Chandra Lahiri
Keyword(s):  
Hydrogen Bond ◽  
Charge Transfer ◽  
Complex Formation ◽  
Hydrogen Bonds ◽  
Bond Formation ◽  
Charge Transfer Complexes ◽  
Hydrogen Bond Formation

Cyproheptadine, an antihistaminic and antipruritic drug, forms fairly stable charge-transfer complexes with quinone (Q), chloranil (Chl-Q) and anthraquinone (AQ) in chloroform. It also forms stable hydrogen bonds with alcohols (methanol and propanol) and phenols (α-naphthol,The results suggest that cyproheptadine can form loose association with receptors through charge-transfer and hydrogen bond complex formation.

scholarly journals Synthesis of racemic and chiral BEDT-TTF derivatives possessing hydroxy groups and their achiral and chiral charge transfer complexes

2015 ◽  
Vol 11 ◽  
pp. 1561-1569 ◽  
Author(s):  
Sara Jane Krivickas ◽  
Chiho Hashimoto ◽  
Junya Yoshida ◽  
Akira Ueda ◽  
Kazuyuki Takahashi ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Hydrogen Bonds ◽  
Molecular Design ◽  
Charge Transfer Complexes ◽  
The Novel ◽  
Chiral Molecules ◽  
Intermolecular Hydrogen Bonds ◽  
Electrical Conductivities ◽  
Chiral Crystals ◽  
Hydroxy Groups

Chiral molecular crystals built up by chiral molecules without inversion centers have attracted much interest owing to their versatile functionalities related to optical, magnetic, and electrical properties. However, there is a difficulty in chiral crystal growth due to the lack of symmetry. Therefore, we made the molecular design to introduce intermolecular hydrogen bonds in chiral crystals. Racemic and enantiopure bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF) derivatives possessing hydroxymethyl groups as the source of hydrogen bonds were designed. The novel racemic trans-vic-(hydroxymethyl)(methyl)-BEDT-TTF 1, and racemic and enantiopure trans-vic-bis(hydroxymethyl)-BEDT-TTF 2 were synthesized. Moreover, the preparations, crystal structure analyses, and electrical resistivity measurements of the novel achiral charge transfer salt θ21-[(S,S)-2]3[(R,R)-2]3(ClO4)2 and the chiral salt α’-[(R,R)-2]ClO4(H2O) were carried out. In the former θ21-[(S,S)-2]3[(R,R)-2]3(ClO4)2, there are two sets of three crystallographically independent donor molecules [(S,S)-2]2[(R,R)-2] in a unit cell, where the two sets are related by an inversion center. The latter α’-[(R,R)-2]ClO4(H2O) is the chiral salt with included solvent H2O, which is not isostructural with the reported chiral salt α’-[(S,S)-2]ClO4 without H2O, but has a similar donor arrangement. According to the molecular design by introduction of hydroxy groups and a ClO4 − anion, many intermediate-strength intermolecular hydrogen bonds (2.6–3.0 Å) were observed in these crystals between electron donor molecules, anions, and included H2O solvent, which improve the crystallinity and facilitate the extraction of physical properties. Both salts are semiconductors with relatively low resistivities at room temperature and activation energies of 1.2 ohm cm with E a = 86 meV for θ21-[(S,S)-2]3[(R,R)-2]3(ClO4)2 and 0.6 ohm cm with E a = 140 meV for α'-[(R,R)-2]2ClO4(H2O), respectively. The variety of donor arrangements, θ21 and two kinds of α’-types, and their electrical conductivities of charge transfer complexes based upon the racemic and enantiopure (S,S)-2, and (R,R)-2 donors originates not only from the chirality, but also the introduced intermolecular hydrogen bonds involving the hydroxymethyl groups, perchlorate anion, and the included solvent H2O.

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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