72017-07-3Relevant articles and documents
Odorless diphenyl diselenide and disulfide: Syntheses and applications
Patra, Pranab K.,Shanmugasundaram, Kandasamy,Matoba, Manabu,Nishide, Kiyoharu,Kajimoto, Tetsuya,Node, Manabu
, p. 447 - 457 (2007/10/03)
Bis[4-(trimethylsilyl)phenyl]diselenide (3) and bis[4-(trimethylsilyl) phenyl]disulfide (31) are found to be odorless equivalents of the commonly used diphenyl diselenide and diphenyl disulfide, respectively. The diselenide 3 is shown to be useful in the preparation of odorless selenium(II) chloride 26 and selenium(IV) trichloride 28 that follow similar reactivity patterns to their phenyl derivatives and can be stored refrigerated under dry conditions. The corresponding selenium(II) bromide had to be prepared fresh from 3 before use. It is also shown that the trimethylsilyl group in the sulfide products can be protodesilylated quantitatively using TFA. Georg Thieme Verlag Stuttgart.
Photochemical Bromination of Methyl (E)-2-Methylbut-2-enoate with N-Bromosuccinimide: Formation of 4-Bromo-2-methylbut-2-en-4-olide
Ishii, Hisashi,Ishige, Marie,Matsushima, Yoko,Tohojoh, Toshiaki,Ishikawa, Tsutomu,Kawanabe, Eri
, p. 2353 - 2360 (2007/10/02)
Bromination of methyl (E)-2-methylbut-2-enoate (4) with N-bromosuccinimide under irradiation with light was described.The formation of 4-bromo-2-methylbut-2-en-4-olide (8) in fairly good yield together with the desired methyl (E)-4-bromo-2-methylbut-2-enoate (5), methyl (E)-2-(bromomethyl)but-2-enoate (6), and methyl 2,3-dibromo-2-methylbutanoate (7) was clarified.Methyl (E)-4-(p-formylphenoxy)-2-methylbut-2-enoate (16) was smoothly subject to catalytic hydrogenation using Wilkinson complex, while the rate of the hydrogenation of its geometrical isomer (17) was extremely retarded.
Substitution Reactions of Thallous Thiophenoxide and Thallous Phenylselenide with Halogen-Bearing Substrates
Detty, Michael R.,Wood, Gary P.
, p. 80 - 89 (2007/10/02)
Thallous thiophenoxide (1) and thallous selenide (2) were prepared by the action of either thallous ethoxide or thallous pentoxide on thiophenol and benzeneselenol.The reagents 1 and 2 reacted readily with aroyl and acyl halides, imidoyl chlorides, α-halo ketones, α-halo esters, α-halo lactones, α-halo carboxylic acids, allyl halides, alkyl halides, chlorotrimethylsilane, chloroacetonitrile, and N-chlorosuccinimide to give substitution products and varying amounts of diphenyl disulfide and diphenyl diselenide.The reactions were run as heterogeneous mixtures in ether.The origin of the diphenyl disulfide and diphenyl diselenide was homolytic cleavage of the thallium-sulfur or thallium-selenium bond, on the basis of the products derived from the reactions of N-chlorosuccinimide with 1 and 2.