20335-99-3Relevant academic research and scientific papers
Stereo- And Regioselective cis-Hydrophosphorylation of 1,3-Enynes Enabled by the Visible-Light Irradiation of NiCl2(PPh3)2
Hou, Hong,Zhou, Bing,Wang, Jiawei,Zhao, Dengyang,Sun, Duhao,Chen, Xiaoyun,Han, Ying,Yan, Chaoguo,Shi, Yaocheng,Zhu, Shaoqun
, p. 2981 - 2987 (2021/05/05)
Described herein is a stereo- and regioselective cis-hydrophosphorylation reaction of the internal alkyne of 1,3-enynes that accesses various 1,3-dienes in good isolated yields. The visible-light irradiation of NiCl2(PPh3)2 allows the generation of highly reactive nickel(II)-phosphorus species that subsequently migrate into the internal alkyne of the 1,3-enynes and protonate the resulting vinyl nickel species, leading to various phosphinoyl 1,3-butadienes under mild reaction conditions.
Desymmetrization of Phosphinic Acids via Pd-Catalyzed Asymmetric Allylic Alkylation: Rapid Access to P-Chiral Phosphinates
Trost, Barry M.,Spohr, Simon M.,Rolka, Alessa B.,Kalnmals, Christopher A.
, p. 14098 - 14103 (2019/10/11)
The synthesis of P-chiral compounds is challenging, especially since useful catalytic methods for preparing such molecules are scarce. Herein we disclose a desymmetrization that employs phosphinic acids as prochiral nucleophiles in a Pd-catalyzed asymmetr
Single-step synthesis of secondary phosphine oxides
Bloomfield, Aaron J.,Qian, Jack M.,Herzon, Seth B.
scheme or table, p. 4193 - 4195 (2010/12/19)
We report that in the presence of trifluoroacetic acid primary phosphines undergo efficient addition to aldehydes to form the corresponding secondary phosphine oxides in 47-97% yield. This transformation is compatible with aryl and alkyl phosphines, as well as a broad range of aldehydes, including formaldehyde. By using 1,5-dialdehydes as reaction partners, the addition provides a straightforward route to bis(phosphine oxides), which are difficult to prepare by alternative methods. In the presence of boron trifluoride diethyl etherate as reagent, benzophenone was shown to couple to phenylphosphine and cyclohexylphosphine in 92% and 72% yield, respectively. Twenty-three examples are presented.
The abnormal hydrolysis of 7-phosphanorbornenium salts: A case of phosphonium-phosphenium equivalence
Tian, Rongqiang,Liu, Hui,Duan, Zheng,Mathey, Francois
scheme or table, p. 16008 - 16009 (2010/02/16)
(Chemical Equation Presented) The hydrolysis of a phosphanorbornenium triflate gives the expected tertiary phosphine oxide by cleavage of one P-C bond of the bridge in the presence of triethylamine but affords the secondary phosphine oxide by cleavage of
Stereospecific nucleophilic substitution of optically pure H-phosphinates: A general way for the preparation of chiral P-stereogenic phosphine oxides
Xu, Qing,Zhao, Chang-Qiu,Han, Li-Biao
supporting information; experimental part, p. 12648 - 12655 (2009/05/09)
Contrary to the generally held view, it is found that the rapid epimerization of (-)-menthyl (RP)-phenylphosphinate under basic conditions is not due to the so far believed inherent stereolability of its corresponding anion but due to a reactio
The synthesis and reactivity of phosphinous acid-boranes
Stankevic, Marek,Pietrusiewicz, K. Michal
, p. 1279 - 1290 (2007/10/03)
Phosphinic acid chlorides are converted directly into phosphinous acid-boranes in a process utilizing BH3-THF complex as a reducing agent. The process is general and affords phosphinous acid-boranes in good to very high yields. Phosphinous acid
Degradation of (PhP)5 by Cyanide: Formation, Structure, and Reactions of the Phenyl Cyanophosphide Ion
Schmidpeter, Alfred,Zirzow, Karl-Heinz,Burget, Guenther,Huttner, Gottfried,Jibril, Ibrahim
, p. 1695 - 1706 (2007/10/02)
Phenyl cyanophosphide PhPCN- is formed in the ractions of P(CN)2- with phenyllithium and of PhP(CN)2 with CN-, and it may be prepared by nucleophilic degradation of (PhP)5 with ammonium or phosphonium cyanides.With sulfur it yields phenyl cyanodithiophosphinates 4, by alkylation alkyl(phenyl)cyanophosphanes 6 and by hydrolysis of the latter alkyl(phenyl)phosphine oxides 7. - The molecular structure of PhPCN (3c) as determined by X-ray analysis shows an almost planar anion with 102 deg CPC angle.A long PC and short CN bond in the PCN group make PhPCN- appear as "cyanide complex of phenylphosphinidene".
