79932-99-3Relevant articles and documents
Versatile Visible-Light-Driven Synthesis of Asymmetrical Phosphines and Phosphonium Salts
Arockiam, Percia Beatrice,Lennert, Ulrich,Graf, Christina,Rothfelder, Robin,Scott, Daniel J.,Fischer, Tillmann G.,Zeitler, Kirsten,Wolf, Robert
supporting information, p. 16374 - 16382 (2020/11/03)
Asymmetrically substituted tertiary phosphines and quaternary phosphonium salts are used extensively in applications throughout industry and academia. Despite their significance, classical methods to synthesize such compounds often demand either harsh reaction conditions, prefunctionalization of starting materials, highly sensitive organometallic reagents, or expensive transition-metal catalysts. Mild, practical methods thus remain elusive, despite being of great current interest. Herein, we describe a visible-light-driven method to form these products from secondary and primary phosphines. Using an inexpensive organic photocatalyst and blue-light irradiation, arylphosphines can be both alkylated and arylated using commercially available organohalides. In addition, the same organocatalyst can be used to transform white phosphorus (P4) directly into symmetrical aryl phosphines and phosphonium salts in a single reaction step, which has previously only been possible using precious metal catalysis.
A practical synthesis of unsymmetrical triarylphosphines by heterogeneous palladium(0)-catalyzed cross-coupling of aryl iodides with diphenylphosphine
Xu, Zhaotao,Wang, Pingping,Chen, Qiurong,Cai, Mingzhong
, p. 50 - 58 (2018/04/23)
The heterogeneous cross-coupling reaction of aryl iodides with diphenylphosphine was achieved in DMAc at 130 °C in the presence of 1.0 mol% of MCM-41-supported tridentate nitrogen palladium(0) complex [MCM-41-3N-Pd(0)] with KOAc as base, yielding a variety of unsymmetrical triarylphosphines in good to excellent yields. The turnover frequency (TOF) of the catalyst can reach 30.67 h?1. This new heterogeneous palladium(0) catalyst could easily be prepared by a simple procedure from commercially readily available reagents, and exhibited the same catalytic activity as homogeneous Pd(OAc)2 or Pd(PPh3)4, and could be recovered by filtration of the reaction solution and recycled at least seven times without significant loss of catalytic activity.
2-(diphenylphosphino)benzoic acid and synthetic method thereof
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Paragraph 0040-0044; 0047-0050; 0053-0056; 0059-0062, (2017/07/25)
The invention relates to a pesticide intermediate and a synthetic method thereof, and in particular relates to 2-(diphenylphosphino)benzoic acid and a synthetic method thereof, belonging to the technical field of chemical synthesis. The synthetic method of the 2-(diphenylphosphino)benzoic acid comprises the following steps: A, metallic sodium cracks chlorodiphenylphosphine in a refluxing organic solvent to generate sodium diphenylphosphine; B, methyl 2-chlorobenzoate is added to the sodium diphenylphosphine and reacts to generate diphenylphosphine benzoate; and C, the diphenylphosphine benzoate refluxes and reacts with 10% sodium hydroxide first to generate diphenylphosphine sodium benzoate, and then the diphenylphosphine sodium benzoate is hydrolyzed to obtain 2-(diphenylphosphino)benzoic acid. The synthetic method has the advantages of cheap and easily available raw materials, greenness, environment friendliness and no use of expensive reagents such as metallic lithium, so that the synthetic method has simple reaction conditions, few impurities, high yield, high quality and high purity of the prepared 2-(diphenylphosphino)benzoic acid, and high recovery rate of other reagents, for example, the recovery rate of organic solvents is greater than 93%, and the synthetic method can be widely used for synthesizing high-quality intermediates of pesticide.
