897033-95-3Relevant academic research and scientific papers
Photochemical behaviors of tetraphenyldiphosphine in the presence of alkynes
Kawaguchi, Shin-ichi,Nagata, Shoko,Shirai, Takamune,Tsuchii, Kaname,Nomoto, Akihiro,Ogawa, Akiya
, p. 3919 - 3922 (2006)
Under an atmosphere of nitrogen, the photoinduced reaction of tetraphenyldiphosphine (1) with alkynes (2) generates vicinal bisphosphinated alkenes (3) as air-sensitive compounds, which can be isolated by treatment with elemental sulfur. A novel E to Z isomerization of 3 is revealed to take place upon continuous photoirradiation.
Reductive Rearrangement of Tetraphenyldiphosphine Disulfide To Trigger the Bisthiophosphinylation of Alkenes and Alkynes
Sato, Yuki,Nishimura, Misaki,Kawaguchi, Shin-ichi,Nomoto, Akihiro,Ogawa, Akiya
, p. 6797 - 6806 (2019/05/10)
The facile synthesis of organophosphorus compounds is of great importance for the development of new synthetic methods by using air-stable sources of phosphorus. In this respect, a synthetic method that is based on a reductive rearrangement and is capable of converting air-stable pentavalent phosphorus compounds into reactive trivalent phosphorus compounds is a powerful tool. Tetraphenyldiphosphine disulfide, which is a shelf-stable solid, was the focus of this study, and it was shown to undergo reductive rearrangement to trigger the bisthiophosphinylation of a variety of alkenes, such as terminal, cyclic, internal, and branched alkenes, 1,3-dienes, and terminal alkynes when exposed to light without any catalyst, base, or additive.
Br?nsted Base Mediated Stereoselective Diphosphination of Terminal Alkynes with Diphosphanes
Okugawa, Yuto,Hirano, Koji,Miura, Masahiro
, p. 2973 - 2976 (2017/06/07)
A Br?nsted base mediated stereoselective diphosphination of terminal alkynes with diphosphanes proceeds to deliver the corresponding (E)-1,2-diphosphinoethenes in good yields. The reaction of aromatic alkynes occurs efficiently in the presence of a catalytic amount of LiO-t-Bu while MN(TMS)2 (M = Li or Na) gave better results in the case of aliphatic substrates. The Br?nsted base mediated protocol can offer a good alternative to precedented transition-metal-catalyzed or radical-promoted approaches to the 1,2-diphosphinoethene framework of potent interest in catalysis and coordination chemistry.
A highly regioselective palladium-catalyzed hydrophosphination of alkynes using a diphosphine-hydrosilane binary system
Kawaguchi, Shin-Ichi,Nagata, Shoko,Nomoto, Akihiro,Sonoda, Motohiro,Ogawa, Akiya
, p. 7928 - 7933 (2008/12/22)
(Chemical Equation Presented) A novel transition-metal-catalyzed hydrophosphination of terminal alkynes using a diphosphine-hydrosilane binary system takes place regioselectively to provide vinylic phosphines, which undergo air oxidation during workup, affording the corresponding vinylphosphine oxides in good yields. In this hydrophosphination, hydrosilanes act as a useful hydrogen source, and furthermore, small amounts of oxygen is required to accomplish the reaction efficiently.
Copper-catalyzed anti-hydrophosphination reaction of 1-alkynylphosphines with diphenylphosphine providing (Z)-1,2-diphosphino-1-alkenes
Kondoh, Azusa,Yorimitsu, Hideki,Oshima, Koichiro
, p. 4099 - 4104 (2007/10/03)
Hydrophosphination of 1-alkynylphosphines with diphenylphosphine proceeds in an anti fashion under copper catalysis, providing an easy and efficient access to a variety of (Z)-1,2-diphosphino-1-alkenes and their sulfides. The reaction is highly chemoselec
