1561-75-7Relevant articles and documents
Mild electrophilic trifluoromethylation of carbon- and sulfur-centered nucleophiles by a hypervalent iodine(III)-CF3 reagent
Kieltsch, Iris,Eisenberger, Patrick,Togni, Antonio
, p. 754 - 757 (2007)
Inexpensive, recyclable, and activable: these are the features of a new mild electrophilic trifluoromethylation reagent that can be used to transfer a CF3 group to C-centered nucleophiles, such as β-keto esters and α-nitro esters, and to S-centered nucleophiles (see scheme). (Chemical Equation Presented).
Gold oxide as a protecting group for regioselective surface chemistry
Cook, Kevin M.,Ferguson, Gregory S.
, p. 12550 - 12552 (2011)
Selective modification of electrode surfaces is a vital step in the development of many practical applications of self-assembled monolayers (SAMs). This paper describes a protection-deprotection strategy similar to that commonly utilized in organic synthesis, with gold oxide as a protecting layer, to direct self-assembly on one gold electrode in the presence of another.
A simple and practical method for the oxidation of thiols to disulfides at mild conditions without solvents
He, Ying,Hang, Dongliang,Lu, Ming
experimental part, p. 1118 - 1124 (2012/08/14)
A green, straightforward, and novel method for the oxidation of thiols to the corresponding disulfides is reported using hydrogen peroxide catalyzed by tetrabutylammonium iodide (TBAI) without solvents at room temperature. The corresponding disulfides were obtained with excellent yields and short reaction times. Copyright
Odd-even effects in charge transport across self-assembled monolayers
Thuo, Martin M.,Reus, William F.,Nijhuis, Christian A.,Barber, Jabulani R.,Kim, Choongik,Schulz, Michael D.,Whitesides, George M.
supporting information; body text, p. 2962 - 2975 (2011/04/27)
This paper compares charge transport across self-assembled monolayers (SAMs) of n-alkanethiols containing odd and even numbers of methylenes. Ultraflat template-stripped silver (AgTS) surfaces support the SAMs, while top electrodes of eutectic gallium-indium (EGaIn) contact the SAMs to form metal/SAM//oxide/EGaIn junctions. The EGaIn spontaneously reacts with ambient oxygen to form a thin (～1 nm) oxide layer. This oxide layer enables EGaIn to maintain a stable, conical shape (convenient for forming microcontacts to SAMs) while retaining the ability to deform and flow upon contacting a hard surface. Conical electrodes of EGaIn conform (at least partially) to SAMs and generate high yields of working junctions. Ga2O3/EGaIn top electrodes enable the collection of statistically significant numbers of data in convenient periods of time. The observed difference in charge transport between n-alkanethiols with odd and even numbers of methylenes-the "odd-even effect"-is statistically discernible using these junctions and demonstrates that this technique is sensitive to small differences in the structure and properties of the SAM. Alkanethiols with an even number of methylenes exhibit the expected exponential decrease in current density, J, with increasing chain length, as do alkanethiols with an odd number of methylenes. This trend disappears, however, when the two data sets are analyzed together: alkanethiols with an even number of methylenes typically show higher J than homologous alkanethiols with an odd number of methylenes. The precision of the present measurements and the statistical power of the present analysis are only sufficient to identify, with statistical confidence, the difference between an odd and even number of methylenes with respect to J, but not with respect to the tunneling decay constant, β, or the pre-exponential factor, J0. This paper includes a discussion of the possible origins of the odd-even effect but does not endorse a single explanation.
CpMn(CO)3-catalyzed photoconversion of thiols into disulfides and dihydrogen
Tan, Kheng Yee Desmond,Kee, Jun Wei,Fan, Wai Yip
experimental part, p. 4459 - 4463 (2011/01/10)
The UV photolysis of CpMn(CO)3 with thiols at room temperature effected the following catalytic transformation: 2 RSH → R 2S2 + H2. This reaction is a cleaner and greener way toward making disulfides, as it produces dihydrogen as the only side-product. The manganese system exhibits high chemoselectivity as the transformation proceeds efficiently even in the presence of numerous functional groups. A manganese dicarbonyl complex, CpMn(CO)2RSH, and cyclopentadiene have also been detected using FTIR and NMR spectroscopic techniques, respectively. Based on our experimental data, a mechanism has been proposed to account for the catalysis.
Preparation, structures, and physical properties of tetrakis(alkylthio) tetraselenafulvalene (TTCn-TSeF, n = 1-15)
Saito, Gunzi,Yoshida, Yukihiro,Murofushi, Hidenobu,Iwasawa, Naoko,Hiramatsu, Takaaki,Otsuka, Akihiro,Yamochi, Hideki,Isa, Kimio,Mineo-Ota, Eriko,Konno, Michiko,Mori, Takehiko,Imaeda, Ken-Ichi,Inokuchi, Hiroo
supporting information; experimental part, p. 335 - 344 (2010/07/09)
A series of tetrakis(alkylthio)tetraselenafulvalene compounds (TTC n-TSeF, n = 1-15) were prepared by a one-step reaction between dialkyl disulfide and tetralithiated TSeF. Molecular properties (redox potentials and optical absorptions in solution) and solid-state properties (thermal behaviors, electric conductivities, and molecular and crystal structures for n = 1 and 10) were studied. TTCn-TSeF compounds are weak electron donor molecules and characterized by small on-site Coulomb repulsion. TTC1-TSeF has a high-dimensional conduction network owing to the presence of highdimensional heteroatomic contacts, "Atomic-Wire Effect." The π-moieties of TTC10-TSeF were fastened by the alkyl chains ("Fastener Effect") to form π-columns and there are a variety of short heteroatomic contacts resulting in two dimensional electronic structure. Electrical conductivity exhibited peculiar enhancement for n = 1 and 7 ≤ n ≤ 14 owing to the presence of high-dimensional conduction paths. These compounds may manifest high carrier mobility, and are good candidates for the field-effect transistor channel based on the advantageous features: low dark conductivity, low donor ability, on-site Coulomb repulsion energy, high-dimensional π-electron structure, and high solubility in organic solvents.
A mild and alternative approach towards symmetrical disulfides using H 3IO5/NaHSO3 combination
Khan, Khalid M.,Taha, Muhammad,Ali, Muhammad,Perveen, Shahnaz
experimental part, p. 319 - 320 (2010/04/23)
Treatment of thiols with a mixture of periodic acid/sodium hydrogen sulfite gave the corresponding disulfides in good yield.
N-Phenyltriazolinedione as an efficient, selective, and reusable reagent for the oxidation of thiols to disulfides
Christoforou, Angelos,Nicolaou, Georgia,Elemes, Yiannis
, p. 9211 - 9213 (2007/10/03)
N-Phenyltriazolinedione is an efficient and chemoselective reagent for the oxidation of thiols to their corresponding symmetrical disulfides. The method is applicable to aromatic, aliphatic, and bi-functional thiols. The one-pot reaction takes a few minutes (in most cases studied) for completion and after a simple work-up affords the corresponding symmetrical disulfides in very good to excellent yields. Furthermore, the reaction could be performed with the same results in the absence of solvent for liquid thiols.
Water effects on SmI2 reductions: A novel method for the synthesis of alkyl thiols by SmI2-promoted reductions of sodium alkyl thiosulfates and alkyl thiocyanates
Zhan, Zhuang-Ping,Lang, Kai,Liu, Feng,Hu, Li-Ming
, p. 3203 - 3208 (2007/10/03)
Water as a cosolvent has significant improving effect on the reductivity of SmI2 in the reduction of sodium alkyl thiosulfates and alkyl thiocyanates. A new method for synthesis of alkyl thiols by SmI 2/THF/H2O system has been developed.
One-pot synthetic method of allyl sulfides: Samarium-induced allyl bromide mediated reduction of alkyl thiocyanates and diaryl disulfides in methanolic medium
Zhan, Zhuang-Ping,Lang, Kai
, p. 1370 - 1371 (2007/10/03)
A convenient synthetic method of allyl sulfides by the treatment of alkyl thiocyanates or diaryl disulfides with Sm and allyl bromide in methanol has been developed.
