92740-99-3Relevant academic research and scientific papers
Trialkylmanganate mediated radical addition of triphenylgermane to carbon-carbon multiple bonds
Kinoshita,Kakiya,Oshima
, p. 2159 - 2160 (2007/10/03)
Treatment of 1-dodecyne with triphenylgermane in the presence of catalytic amounts of tributylmanganate at 25 °C provided 1-triphenylgermyl-1-dodecene in good yield. The reaction proceeded in a radical pathway and treatment of diene afforded the correspon
Isomerization of Olefins by Means of R3SnH-Et3B and Stereochemical Study on Reduction of Alkenyl Iodides
Taniguchi, Masahiko,Nozaki, Kyoko,Miura, Katsukiyo,Oshima, Koichiro,Utimoto, Kiitiro
, p. 349 - 353 (2007/10/02)
Isomerization of olefins with R3SnH-Et3B (R = Ph or n-Bu) system has been studied.Treatment of (Z)-1-triphenylstannyl-1-octene (1) or (E)-1-triphenylstannyl-1-octene (2) with a catalytic amount of Ph3SnH-Et3B provided an equilibrium mixture of 1/2 = 2/8.Partial isomerization was observed in the reaction of trivial alkenes such as 6-dodecene and 2,2-dimethyl-3-dodecene with R3SnH-Et3B system.Whereas (Z)- or (E)-6-dodecene was recovered unchanged upon treatment with n-Bu3SnH-Et3B at -78 deg C for 3 h, stirring a benzene solution of (Z)-6-dodecene, Ph3SnH, and Et3B at 60 deg C for 5 h gave an isomeric mixture of ()-6-dodecene and (E)-6-dodecene (Z/E = 64/36).Taking account of these results, the stereochemistry of the reduction of alkenyl iodides at -78 deg C with R3SnH-Et3B system was studied. 6-Dodecenyl radical proved to isomerize much more rapidly than it abstracts a hydrogen from R3SnH.
Et3B Induced Stereoselective Radical Addition of Ph3GeH to Carbon-Carbon Multiple Bonds and Its Application to Isomerization of Olefins
Nozaki, Kyoko,Ichinose, Yoshifumi,Wakamatsu, Kuni,Oshima, Kichiro,Utimoto, Kiitiro
, p. 2268 - 2272 (2007/10/02)
Triphenylgermane easily adds to acetylenes or terminal olefines in the presence of Et3B to give alkenyltriphenylgermane or alkyltriphenylgermane respectively under excellent control of regio- and stereoselectivities.While Et3B catalyzed addition of Ph3GeH
Application of Free Radical Substitution Reaction into Interconversion of 1-Alkenylsulfides, 1-Alkenylgermanes, and 1-Alkenylstannanes
Ichinose, Yoshifumi,Oshima, Koichiro,Utimoto, Kiitiro
, p. 669 - 672 (2007/10/02)
Treatment of 1-alkenylsulfides or 1-alkenylstannanes with Ph3GeH in the presence of Et3B provides 1-alkenyltriphenylgermanes in good yields. 1-Alkenylstannanes are converted into 1-alkenylsulfides easily with PhSH-Et3B, whereas 1-alkenyltriphenylgermanes are recovered unchanged upon treatment with Ph3SnH-Et3B or PhSH-Et3B.
Palladium Catalyzed Hydrostannylation and Hydrogermylation of Acetylenes
Ichinose, Yoshifumi,Oda, Hiroji,Oshima, Koichiro,Utimoto, Kiitiro
, p. 3468 - 3470 (2007/10/02)
Treatment of acetylenes with Ph3SnH or Ph3GeH in the presence of a catalytic amount of Pd(PPh3)4 provides the corresponding alkenyltriphenylstannanes or alkenyltriphenylgermanes in good yields.
ET3B Induced Stereoselective Radical Addition of Ph3GeH to Acetylenes and its Application to Isomerization of Olefins
Ichinose, Yoshifumi,Nozaki, Kyoko,Wakamatsu, Kuni,Oshima, Koichiro,Utimoto, Kiitiro
, p. 3709 - 3712 (2007/10/02)
Triphenylgermane adds easily to acetylenes in the presence of Et3B to give (E)- or (Z)-alkenyltriphenylgermanes, respectively, under excellent control of regio- and stereoselectivities.
