title: Highly Selective Phosphinylphosphination of Alkenes with Tetraphenyldiphosphine Monoxide.
abstract: In sharp contrast to tetraphenyldiphosphine, which does not add to carbon-carbon double bonds efficiently, its monoxide, [Ph2 P(O)PPh2 ] can engage in a radical addition to various alkenes, thus affording the corresponding 1-phosphinyl-2-phosphinoalkanes regioselectively, and they can be converted into their sulfides by treatment with elemental sulfur. The phosphinylphosphination proceeds by the homolytic cleavage of the P(V) (O)-P(III) single bond of Ph2 P(O)PPh2 , followed by selective attack of the phosphinyl radical at the terminal position of the alkenes, and selective trapping of the resulting carbon radical by the phosphino group. Furthermore, the phosphinylphosphination product could be converted directly into its platinum complex with a hemilabile P,O chelation.
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka, 599-8531, Japan.
authors.forename: Yuki
authors.initials: Y
authors.lastname: Sato
authors.affiliation: Center for Education and Research in Agricultural Innovation, Faculty of Agriculture, Saga University, 152-1 Shonan-cho Karatsu, Saga, 847-0021, Japan. skawa@cc.saga-u.ac.jp.
authors.forename: Shin-Ichi
authors.identifier: 0000-0002-4140-9959
authors.initials: S
authors.lastname: Kawaguchi
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka, 599-8531, Japan.
authors.forename: Akihiro
authors.initials: A
authors.lastname: Nomoto
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, 1-1 Gakuen-cho, Nakaku, Sakai, Osaka, 599-8531, Japan. ogawa@chem.osakafu-u.ac.jp.
authors.forename: Akiya
authors.initials: A
authors.lastname: Ogawa
keywords: phosphanes; phosphorus; radicals; regioselectivity