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

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]

1971 ◽  
Vol 26 (12) ◽  
pp. 2063-2066
Author(s):  
H. D. Beckey ◽  
M. D. Migahed

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


Author(s):  
Tania Hill ◽  
Demetrius C. Levendis ◽  
Andreas Lemmerer

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.


2018 ◽  
Vol 74 (12) ◽  
pp. 1772-1777 ◽  
Author(s):  
Tania N. Hill ◽  
Andreas Lemmerer

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.


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

2001 ◽  
Vol 215 (7) ◽  
Author(s):  
J. Gangopadhyay ◽  
Sujit Chandra Lahiri

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.


2015 ◽  
Vol 11 ◽  
pp. 1561-1569 ◽  
Author(s):  
Sara Jane Krivickas ◽  
Chiho Hashimoto ◽  
Junya Yoshida ◽  
Akira Ueda ◽  
Kazuyuki Takahashi ◽  
...  

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.


2015 ◽  
Vol 71 (7) ◽  
pp. 610-617 ◽  
Author(s):  
Vinutha V. Salian ◽  
Badiadka Narayana ◽  
Hemmige S. Yathirajan ◽  
Mehmet Akkurt ◽  
Ömer Çelik ◽  
...  

Four compounds are reported, all of which lie along a versatile reaction pathway which leads from simple carbonyl compounds to terphenyls. (2E)-1-(2,4-Dichlorophenyl)-3- [4-(prop-1-en-2-yl)phenyl]prop-2-en-1-one, C18H14Cl2O, (I), prepared from 4-(prop-1-en-2-yl)benzaldehyde and 2,4-dichloroacetophenone, exhibits disorder over two sets of atomic sites having occupancies of 0.664 (6) and 0.336 (6). The related chalcone (2E)-3-(4-chlorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one reacts with acetone to produce (5RS)-3-(4-chlorophenyl)-5-[4-(propan-2-yl)phenyl]cyclohex-2-en-1-one, C21H21ClO, (II), which exhibits enantiomeric disorder with occupancies at the reference site of 0.662 (4) and 0.338 (4) for the (5R) and (5S) forms; the same chalcone reacts with methyl 3-oxobutanoate to give methyl (1RS,6SR)-4-(4-chlorophenyl)-6-[4-(propan-2-yl)phenyl]-2-oxocyclohex-3-ene-1-carboxylate, C23H23ClO3, (III), where the reference site contains both (1R,6S) and (1S,6R) forms with occupancies of 0.923 (3) and 0.077 (3), respectively. Oxidation, using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, of ethyl (1RS,6SR)-6-(4-bromophenyl)-4-(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate, prepared in a similar manner to (II) and (III), produces ethyl 4′′-bromo-4-fluoro-5′-hydroxy-1,1′:3′,1′′-terphenyl-4′-carboxylate, C21H16BrFO3, (IV), which crystallizes withZ′ = 2 in the space groupP\overline{1}. There are no significant intermolecular interactions in the structures of compounds (I) and (II), but for the major disorder component of compound (III), the molecules are linked into sheets by a combination of C—H...O and C—H...π(arene) hydrogen bonds. The two independent molecules of compound (IV) form two different centrosymmetric dimers, one built from inversion-related pairs of C—H...O hydrogen bonds and the other from inversion-related pairs of C—H...π(arene) hydrogen bonds. Comparisons are made with related compounds.


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

Sign in / Sign up

Export Citation Format

Share Document