7519-74-6Relevant articles and documents
Regioselective monohalogenation of 3,3-disubstituted bornane-2-thiones via thione-dihalogen complexes
Shimada, Kazuaki,Nanae, Takashi,Aoyagi, Shigenobu,Takikawa, Yuji,Kabuto, Chizuko
, p. 6167 - 6169 (2001)
Reaction of 3,3-disubstituted bornane-2-thiones with Br2, ICl, or Cl2 afforded the corresponding 10-bromobornane-2-thiones, 10-iodobornane-2-thiones, or the products originated from skeletal rearrangement of 10-chlorobornane-2-thiones, respectively.
Dynamics of capsuleplex formed between octaacid and organic guest molecules - Photophysical techniques reveal the opening and closing of capsuleplex
Jayaraj, Nithyanandhan,Jockusch, Steffen,Kaanumalle, Lakshmi S.,Turro,Ramamurthy
supporting information; experimental part, p. 203 - 213 (2011/04/23)
This manuscript is concerned with the opening and closing of a capsuleplex made up of organic guest molecules and two cavitand molecules known as octaacid (OA). The capsuleplex is loosely held together in water through weak interactions. We have investiga
Studies on the preparation of camphorylidene derivatives of α-amino acids
Gamble, David L.,Hems, William P.,Ridge, Brian
, p. 248 - 260 (2007/10/03)
An improved method has been developed for the efficient synthesis of stable camphor imine salts. Camphor imine readily undergoes transimination with α-amino acid ester hydrochlorides to yield camphorylidene amino acid derivatives with E stereochemistry about the C=N double bond. Sodium cyanoborohydride reduction of the derived ketimines gives exo-bornylamines.
Dithiazoles and Related Compounds. Part 3. Preparation of 5H-1,4,2-Dithiazoles via 1,3-Dipolar Cycloadditions between Nitrile Sulphides and Thiocarbonyl Compounds, and some Conversions into 3,5-Diaryl-1,4,2-dithiazolium Salts
Wai, Kwok-Fai,Sammes, Michael P.
, p. 183 - 187 (2007/10/02)
Thermolysis of 1,3,4-oxathiazol-2-ones 3 in the presence of thiocarbonyl compounds gives modest to good yields of the little-known 5H-1,4,2-dithiazoles 1, the reaction being successful with diaryl, aryl alkyl and dialkyl ketones, and thiono esters, but failing with dithio esters and tertiary thioamides.The influence of substituents is discussed.Solvolysis of 5-ethoxy-5H-1,4,2-dithiazoles, derived from thiono esters, with perchloric acid in acetic anhydride gives high yields of 3,5-diaryl-1,4,2-dithiazolium salts 9.
Blue Copper Models. Synthesis and Characterization of Copper(II) Enethiolate Complexes derived from (1R)-3-Hydroxymethylenebornane-2-thione and 2-Aminothia-alkyl-1-methylbenzimidazoles (Donor Set N2SS*) or Diamines (Donor Set N2S2)
Casella, Luigi,Gullotti, Michele,Suardi, Edoardo,Sisti, Massimo,Pagliarin, Roberto,Zanello, Piero
, p. 2843 - 2851 (2007/10/02)
A series of tetradentate ligands derived from the condensation of (1R)-3-hydroxymethylenebornane-2-thione and several 2-aminothia-alkylbenzimidazoles were synthesized together with their cationic zinc(II) and copper(II) complexes.While the free ligands exist in the thioxoenamine tautomeric form, binding to the metals occurs in their enethiolateimine form, as deduced from cumulative spectral evidence.The copper(II) complexes exhibit medium-intensity absorptions between 410 and 435 (ε 3500) and between 520 and 535 nm (ε 1200 dm3 mol-1 cm-1) attributable to enethiolate ?(S-) --> CuII and ?(S-) --> CuII ligand-to-metal charge transfer (l.m.c.t.) transitions, respectively, and relatively intense ligand-field transitions in the range 610-650 nm (ε 1500 dm3mol-1cm-1).All the bands undergo progressive red shift as the length of the carbon chain connecting the imine and thioether functions increases from two to four atoms.The frozen-solution e.p.r. spectra are indicative of progressive distortion towards a pseudo-tetrahedral geometry for copper(II) as the carbon chain length increases.A series of neutral copper(II) complexes derived from the condensation of (1R)-3-hydroxymethylenebornane-2-thione and symmetric diamines was also synthesized for comparison.Here too the length of the carbon chain connecting the imine nitrogen atoms was varied from two to four atoms.These complexes exhibit the same spectroscopic trends but with less marked distortion of the copper(II) chromophores as the length of the carbon chain increases.The cationi copper (II) complexes from (1R)-3-hydroxy-methylenebornane-2-thione and 2-aminothia-alkylbenzimidazoles display, in acetonitrile solution at -15 deg C, easy access to the corresponding copper(I) congeners (E0=-0.02V vs s.c.e.).By contrast, the neutral copper(II) species derived from (1R)-3-hydroxymethylenebornane-2-thione and diamines are reduced to the corresponding copper(I) complexes at potentials more negative by 0.7-1.0 V, depending upon the extent of stereochemical distortion around the copper(II) centre induced by the length of the imine-nitrogen-linking carbon chain.The planar complex bearing an ethylene bridging chain can be reversibly oxidized to the corresponding copper(III) species (E0= +0.37 V).
Thioketones and Enethiolates by 1,3-Anionic Cycloreversion of Dithiolane Derivatives
Schaumann, Ernst,Ruehter, Gerd
, p. 1159 - 1164 (2007/10/02)
The reactive (ar)aliphatic thioketones 3a-c are generated by cycloreversion of the anions 2 of 1,3-dithiolane-4,5-dicarboxylates 1 and are trapped by mesitonitrile oxide (5) in a 1,3-dipolar cycloaddition to give 7.From the fragmentation of anions 12 of 1,3-dithiolane 1,1-dioxides 11, thiobenzophenone (3d) and thiocamphor (3e) are isolated, wheras thioketones 3a,c with α-hydrogen are deprotonated in situ to provide enethiolates 13.Anions 13 add nitrile oxide 5 to yield thiohydroximates 8.
Photochemical Oxidation of Thioketones: Steric and Electronic Aspects
Ramnath, N.,Ramesh, V.,Ramamurthy, V.
, p. 214 - 222 (2007/10/02)
Oxidation of diaryl, aryl alkyl, and dialkyl thioketones by singlet oxygen generated via self-sensitization and other independent methods yielded the corresponding ketone and sulfine in varying amounts.A zwitterionic/diradical intermediate arising out of the primary interaction of singlet oxygen with the thiocarbonyl chromophore is believed to be the common intermediate for the ketone and sulfine.While closure of the zwitterion/diradical to give 1,2,3-dioxathietane would lead to the ketone, competing oxygen elimination is believed to lead to the sulfine.This partitioning is governed by steric and electronic factors operating on the zwitterionic/diradical intermediate.
Reactions of Ketone Hydrazones and β-Keto Enamines with Disulfur Dichloride. New Synthesis of Thioketones and 5H-1,2,3-Dithiazoles
Okazaki, Renji,Inoue, Kaoru,Inamoto, Naoki
, p. 3541 - 3545 (2007/10/02)
Ketone hydrazones react with disulfur dichloride in the presence of triethylamine to afford thioketones in good yields.The reaction mechanism involving N-thiosulfinylamine (R2C=N-N=S=S) and S-thioxothioketone (R2C=S=S) is proposed.The formation of di-t-bu
Etude des spectres de masse des thiocetones cyclaniques et α-cyclaniques; mecanismes des fragmentations
Paquer, D.,Morin, L.,Vazeux, M.,Andrieu, C. G.
, p. 52 - 58 (2007/10/02)
Twenty five cyclic and α-cyclic thioketones were examined by mass spectrometry.Compared with the oxygen analogues, the thioketones yielded a higher proportion of molecular ions.The loss of SH was found to be a characteristic fragmentation of cyclic and α-cyclic thioketones as for aliphatic thioketones.
