116897-08-6Relevant articles and documents
Isolation, Structure and Reaction of Selenobenzophenones. X-Ray Molecular Structure of 4,4'-Dimethoxyselenobenzophenone and of 4,4-Diphenyl-2,3-diselenabicyclooct-7-ene
Okuma, Kentaro,Kojima, Kazuki,Kaneko, Isao,Tsujimoto, Yoshikazu,Ohta, Hiroshi,Yokomori, Yoshinobu
, p. 2151 - 2160 (2007/10/02)
4,4'-Dimethoxy- 1a and 4,4'-dimethyl-selenobenzophenone 1b could be isolated in moderate yields by the reaction of the corresponding ylides 3 with elemental selenium in benzene at 80 deg C.Their spectral data are described.Attempted isolation of unsubstituted selenobenzophenone afforded only its dimer 5.Compound 1a crystallizes in space group P21/n with unit-cell parameters a = 7.191(3), b = 7.505(4=, c = 24.856(4) Angstroem, β = 90.32(1) deg, Z = 4, R = 0.055.The oxidation and thiation of 4,4'-dimethoxyselenobenzophenone 1a afforded the corresponding benzophenone and thiobenzophenone in good yields.The reaction of compound 1 with cyclopentadiene afforded the corresponding cycloadducts 7 (3,3-diaryl-2-selenabicyclohept-5-enes), whereas bicyclic diselenides 8 (4,4-diaryl-2,3-diselenabicyclooct-7-enes were obtained by using an excess of selenium and a higher temperature.Oxidation of compound 8c gave the corresponding diol 12, aldehyde 13, and diphenylfulvene 11.The reaction of compound 1a with benzenediazonium carboxylate afforded 2,2-bis-(4-methoxyphenyl)-4H-3,1-benzooxaselenin-4-one 17.
STEREOSELECTIVE SYNTHESIS OF TRANS OLEFINS BY THE REACTION OF WITTIG REAGENTS WITH SELENIUM. FORMATION OF SELENOCARBONYL COMPOUNDS.
Okuma, Kentaro,Sakata, Jun-ichi,Tachibana, Yuji,Honda, Takumi,Ohta, Hiroshi
, p. 6649 - 6652 (2007/10/02)
Wittig reagents were successfully changed to symmetrical olefins when treated with elemental selenium.The reaction proceeds through a selenocarbonyl intermediate, which existence was confirmed by Diels-Alder reaction.