Chemical Properties
white to light beige crystalline powder or chunks
Uses
Triphenylphosphine hydrobromide is the hydrobromide salt of Triphenylphosphine, used in the preparation of uridine derivatives as substrate donor analogs of UDP-sugars for glycosyltransferases. Also used in the preparation of tensioactive and antibacterial deoxyglycoside compounds via catalysis.
Uses
Triphenylphosphine hydrobromide is used as mild source of anhydrous HBr; catalyst for formation of THP ethers from tertiary alcohols; preparation of phosphonium salts.
reaction suitability
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
Synthesis
The Preparative Method of Triphenylphosphine Hydrobromide: addition of anhydrous Hydrogen Bromide to an ethereal solution of Triphenylphosphine; addition of Ph3P to 48% aqueous HBr followed by CHCl3 extraction and drying.
References
[1] Patent: US2018/170889, 2018, A1. Location in patent: Paragraph 0317
[2] Tetrahedron Letters, 2013, vol. 54, # 51, p. 7031 - 7034
[3] Patent: JP6210065, 2017, B2. Location in patent: Paragraph 0134
[4] Synthesis, 1988, # 2, p. 157 - 158
[5] Angewandte Chemie - International Edition, 2016, vol. 55, # 19, p. 5846 - 5850