24648-13-3Relevant academic research and scientific papers
REACTION OF 1,3-BENZODITHIOL-2-YLIDENES WITH ELEMENTAL SULFUR AND SELENIUM: A CONVENIENT PREPARATION OF 2-THIOXO- AND 2-SELENOXO-1,3-BENZODITHIOLES
Nakayama, Juzo,Sugiura, Hidetoshi,Hoshino, Masamatsu
, p. 2585 - 2588 (1983)
A variety of 1,3-benzodithiol-2-ylidene carbenes react with elemental sulfur and selenium to give 2-thioxo- and 2-selenoxo-1,3-benzodithioles in good yields.
New semiconducting benzo-TTF salts: Synthesis and physical properties
Boudiba, Louiza,Kaboub, Lakhemici,Gouasmia, Abdelkrim,Fabre, Jean M.
, p. 1291 - 1296 (2005)
The synthesis of new π-electron donors of benzotetrathiafulvalene derivatives 4-11 with one or two hydroxyl functions and additional sulfur or selenium atoms is described. Their redox potentials were measured by cyclic voltammetry. Radical cation salts (RCS) and charge-transfer complexes (CTC) were prepared and their conductivities were measured. Some of the RCS are semi-conductors. Georg Thieme Verlag Stuttgart.
Structural study and electrical conductivity of salts based on functionalized TTF containing peripheral selenium atoms
Kaboub, Lakhemici,Legros, Jean-Pierre,Donnadieu, Bruno,Gouasmia, Abdel-Krim,Boudiba, Louiza,Fabre, Jean-Marc
, p. 351 - 356 (2007/10/03)
Five new substituted tetrathiafulvalene derivatives containing the acetoxyphenyl group as a side-chain have been synthesized using a Wittig-type condensation. Four of them contain peripheral selenium atoms. From cyclic voltammetry data, the electron donor abilities of the obtained compounds have been found to be similar to that of BEDT-TTF. The crystal structures of three of these new donors have been determined. A series of radical cation salts derived from these donors has been obtained by electrocrystallization; the electrical conductivity of these phases measured on compressed powder pellets range from 5 x 10-4 to 4 x 10-5 S cm-1. Charge transfer complexes have also been chemically prepared by using TCNQ as an electron acceptor; the electrical conductivity of their compressed powders range from 0.3 to 0.5 S cm-1. The crystal structure of one of these charge transfer complexes has been determined and shows that the donor and the acceptor entities form regular segregated stacks; its rather high conductivity, actually measured on powder, is in agreement with this structural feature.
Ethylenedioxytetrathiafulvenes: New Unsymmetrical ?-Donors
Papavassiliou, G. C.,Lagouvardos, D. J.,Kakoussis, V. C.,Mousdis, G. A.
, p. 1216 - 1218 (2007/10/02)
Ethylenedioxybenzotetrathiafulvalene (EDOBTTF), ethylenedioxypyridinotetrathiafulvalene (EDOPTTF), ethylenedioxymethylenedithiotetrathiafulvalene (EDOMDTTTF), ethylenedioxyvinylenedithiotetrathiafulvalene (EDOVDTTTF), and ethylenedioxymethylenediselenotetrathiafulvalene (EDOMDSTTF) have been prepared and characterized analytically and spectroscopically.
Synthesis of unsimmetrically substituted tetrathiafulvalenes by the "ylid route". Investigations of selectivity.
Fabre, J. M.,Giral, L.,Gouasmia, A.,Cristau, H. J.,Ribeill, Y.
, p. 823 - 826 (2007/10/02)
The selective synthesis of unsimmetrically substituted tetrathiafulvalenes 1 (R R') using phosphonium ylids 2 and dithiolium salts 3 in THF at -80 deg C has been investigated.Several unsymmetrical tetrathiafulvalenes were obtained in good yield. R,R'=CH3; (CH2)4; o-C6H4.It was also shown that the instability of the phosphonium ylid 2 and dithiolylium 3 under the rreaction conditions leads to the formation of variable amounts of symmetrical terathiafulvalenes 1 (R = R').Therefore, purification of the mixture by column chromatography with CS2 as eluent was necessary.
INSERTION OF 1,3-DITHIOLIUM CARBENES INTO N-H BOND OF AMIDES AND IMIDES
Buza, Daniela,Gradowska, Wanda
, p. 1059 - 1069 (2007/10/02)
It was found that 1,3-dithiolium carbenes (4a-d) generated from 2-methoxy-1,3-dithioles (1a-d) were inserted into N-H bond of N-methylbenzamide, acetanilide and succinimide to form N-(1,3-dithiol-2-yl)amides (imides) 8-10, respectively.It was shown that N
Wittig Reaction of 1,3-Benzodithiol-2-ylidenetriphenylphosphorane with Carbon Disulfide
Nakayama, Juzo,Maruyama, Sanae,Hoshino, Masamatsu
, p. 2845 - 2846 (2007/10/02)
1,3-Benzodithiol-2-ylidenetriphenylphosphorane reacted with carbon disulfide to give 1,3-benzodithiole-2-thione, dibenzotetrathiafulvalene, and an unidentified crystalline red compound in addition to triphenylphosphine sulfide.The same products were also obtained by treatment of 1,3-benzodithiol-2-ylthiocarbonyl chloride with base.
REACTIONS OF 1,3-DITHIOLIUM CARBENES IN SITU WITH AROMATIC ALDEHYDES
Buza, Daniela,Gradowska, Wanda
, p. 717 - 729 (2007/10/02)
It was found that 1,3-dithiolium carbenes (3) generated from various 1,3-dithiole derivatives reacted with aromatic aldehydes to form 2-benzoyl-2,2'-(1',3'-dithiolyl)-1,3-dithioles (6).The proposed mechanism of reaction has been discussed.
