78808-31-8Relevant academic research and scientific papers
Transition metal-free coupling reactions of benzylic trimethylammonium salts with di(hetero)aryl disulfides and diselenides
Li, Fuhai,Wang, Dan,Chen, Hongyi,He, Ze,Zhou, Lihong,Zeng, Qingle
, p. 13029 - 13032 (2020/11/07)
A new protocol was developed to synthesize (enantioenriched) thioethers and selenoethers from (chiral) benzylic trimethylammonium salts and di(hetero)aryl disulfides or diselenides. These syntheses were promoted by the presence of weak base and did not require the use of any transition metal, and resulted in the target products with good to excellent yields (72-94%). Using quaternary ammonium salts synthesized from enantiomerically enriched amines led to highly enantiopure benzylic thioethers and selenoethers (94-99% ee) with configurations reversed from those of their enantioenriched quaternary ammonium salts. This journal is
Indium(I) iodide-promoted cleavage of diaryl diselenides and disulfides and subsequent condensation with alkyl or acyl halides. One-pot efficient synthesis of diorganyl selenides, sulfides, selenoesters, and thioesters
Ranu, Brindaban C.,Mandal, Tanmay
, p. 5793 - 5795 (2007/10/03)
Diphenyl diselenides and disulfides undergo facile cleavages by indium(I) iodide and the corresponding generated selenate and thiolate anions condense in situ with alkyl or acyl halides present in the reaction mixture. Thus, a simple, efficient, and general procedure has been developed for the synthesis of unsymmetrical diorganyl selenides, sulfides (thioethers), selenoesters, and thioesters by this one-pot reaction at room temperature.
Indium(I) iodide-mediated cleavage of diphenyl diselenide. An efficient one-pot procedure for the synthesis of unsymmetrical diorganyl selenides
Ranu, Brindaban C.,Mandal, Tanmay,Samanta, Sampak
, p. 1439 - 1441 (2007/10/03)
(Matrix presented) A simple and efficient procedure has been developed for the synthesis of unsymmetrical diorganyl selenides through a one-pot indium(I) iodide-mediated reaction of alkyl halide and diphenyl diselenide in methylene chloride at room temperature.
Laser flash photolysis of 1,8-bis(substituted methyl)naphthalenes
Ouchi, Akihiko,Koga, Yoshinori,Alam, Maksudul M.,Ito, Osamu
, p. 1705 - 1710 (2007/10/03)
The transient absorption spectra obtained by the laser flash photolysis of 1,8-bis(substituted methyl)naphthalenes have been measured.By comparison with the transient spectra for 1-(substituted methyl)naphthalenes, the transient species absorbing at 430 nm observed from (PhO-CH2)2Naph is attributed to the triplet state.In the case of (PhS-CH2)2Naph, absorption bands at 490 and 430 nm due to PhS are observed in addition to an absorption band in the region of 310-400 nm, which is due to the carbon-centred radical CH2Naph(CH2-SPh)>.For (PhSe-CH2)2Naph, a new broad absorption band appeared in the region of 400-520 nm, which covered weak absorption bands due to PhSe at 430 and 490 nm.The new absorption is attributed to the carbon-centred radical CH2Naph(CH2-SePh)> in which there is considerable interaction between the CH2- and PhSe moieties.The possibility of a bridged radical for CH2Naph(CH2-SePh) is suggested by MO calculations.
Flash Pyrolysis of Selenides. Syntheses of Bibenzyls, Olefins, and Related Compounds
Higuchi, Hiroyuki,Otsubo, Tetsuo,Ogura, Fumio,Yamaguchi, Hachiro,Sakata, Yoshiteru,Misumi, Soichi
, p. 182 - 187 (2007/10/02)
Pyrolyses of a series of selenides and diselenides were studied. Selenides and diselenides bound with an active methylene group like benzyl gave a variety of substituted bibenzyls and related ethane derivatives in high yields. Other diselenides were easily caused to cleave to give various aromatic and aliphatic olefins in good yields together with elemental selenium. Lepidopterene, paracyclophane, and benzocyclobutene were prepared by thermal cleavage of their corresponding phenylselenomethyl-substituted compounds as an application of the pyrolysis concerned.
