“…The new series of electron donors 2a , 3a and 2b – 6b substituted by two pyridine rings were synthesized from the corresponding bis(cyanoethyl) precursors 1 (Scheme ). These precursors, containing selenium and sulfur atoms, were first synthesized according to literature procedures 8–11. Compounds 1 were then converted into the target molecules 2 – 6 through a deprotection/realkylation process:12 the two cyanoethyl protecting groups were removed using an excess of sodium ethoxide in ethanol and the bis(thiolates) and bis(selenolates) thus formed were subsequently treated with the appropriate alkylating agents to give the expected compounds 2 – 6 .…”
International audienceThe syntheses of seven new tetrathiafulvalene (TTF) derivatives substituted by two pyridine groups and their characterization by the usual methods are described. Cyclic voltammetry of all the compounds showed two one-electron reversible waves with redox potentials comparable to other pyridine-substituted TTF molecules. X-ray crystal structures were solved for five compounds. In all the molecular structures the pyridine groups lie out of the central TTF plane but are located on the same side of that plan
“…The new series of electron donors 2a , 3a and 2b – 6b substituted by two pyridine rings were synthesized from the corresponding bis(cyanoethyl) precursors 1 (Scheme ). These precursors, containing selenium and sulfur atoms, were first synthesized according to literature procedures 8–11. Compounds 1 were then converted into the target molecules 2 – 6 through a deprotection/realkylation process:12 the two cyanoethyl protecting groups were removed using an excess of sodium ethoxide in ethanol and the bis(thiolates) and bis(selenolates) thus formed were subsequently treated with the appropriate alkylating agents to give the expected compounds 2 – 6 .…”
International audienceThe syntheses of seven new tetrathiafulvalene (TTF) derivatives substituted by two pyridine groups and their characterization by the usual methods are described. Cyclic voltammetry of all the compounds showed two one-electron reversible waves with redox potentials comparable to other pyridine-substituted TTF molecules. X-ray crystal structures were solved for five compounds. In all the molecular structures the pyridine groups lie out of the central TTF plane but are located on the same side of that plan
“…These compounds were prepared by adaptation of a procedure described in the literature. 16,17 These compounds were prepared by adaptation of a procedure described in the literature. 17 10 Orange-yellow powder; yield: 70%; mp 105°C.…”
The synthesis of new p-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 semiconductors.
“…This improved method has also been very often used to prepare a large number of functionalized nonsymmetric TTFs, − in particular single bridged bis-TTF, as illustrated in Scheme . 26 …”
Section: 21 Strategy Iic: Partially Selective Wittig Type
Condensationmentioning
confidence: 99%
“…These salts are easily obtained by basic deprotection (NaOEt in EtOH; CsOH·H 2 O in DMF) of mono- and bis(cyanoethylchalcogeno)-TTF accessible by almost all the strategies described above (see in particular Schemes c, , and 28a). This deprotection/alkylation method developed by Becher and colleagues ,,,,,,,, has made possible the introduction of various functional chains containing hydroxy, ,,,,− halogeno, ,,− amino, ,,,, and phosphino groups 250 into the TTF, as illustrated in Scheme . 60 …”
Section: Strategy Iii: Electrophilic Substitution Of
Metalated Tetrac...mentioning
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