The Synthesis and Application of 3,6-Bis(triphenylphosphonium) Cyclohexene Dichromate: An Efficient Oxidizing Agent

An Efficient Tandem Oxidative-Protection Reaction of Benzylic Alcohols to Corresponding Arylhydrazones and Oximes

“…11 Thus the reaction of 3,6-dibromocyclohexene with triphenylphosphine in refluxing chloroform afforded 3,6-bis(triphenylphosphonium)cyclohexene dibromide in an 80% yield. Treatment of this compound with K 2 Cr 2 O 7 in H 2 O furnished the oxidant BTPCD in a 78% yield (Scheme 1).…”

Synthesis, crystal structure, Hirshfeld surface analysis, DFT calculations and characterization of 1,3-propanediylbis(triphenylphosphonium) monotribromide as brominating agent of double bonds and phenolic rings

“…There are a large number of reports on the synthesis of various types of quaternary salts which have many interesting properties including ease of synthesis, high thermal stability, solubility in water and organic solvents, such as methanol, acetone, dichloromethane and chloroform, electrochemical durability, high viscosity, very low vapor pressure, and long shelf life. Due to their individual properties, these quaternary organic salts are striking in field of organic chemistry as catalysts 10,11 , phase transfer catalysts 12,13 , halogenating agents 14 , oxidative 15,16 and reductive 17 reagents in some organic reactions. Organic phosphonium salts are the structural analogs of organic ammonium salts, with expectedly similar chemical properties.…”

Synthesis, thermal properties, spectroscopic characterization and DFT computations of 1,3-propanediylbis (triphenylphosphonium) peroxydisulfate as a new oxidative agent

“…Negligible vapor pressure, high thermal stability, appropriate environmental aspects, miscibility with water and polar organic solvents, high viscosity, reusability, their versatility and non-toxicity are some of the interesting properties of these salts. Because of their distinctive properties, these organic salts gained increased interest in the last decade in many fields specifically in organic chemistry as a phase transfer catalyst [14][15][16][17][18] , halogenating [19,20] , oxidative [21,24] , reductive [25] reagents in some organic transformations and as radical initiators in polymerizations [26] .…”

“…Many reagents such as chromium trioxide in acetic acid [27,28] , ceric ammonium nitrate in aqueous acetic acid [29] , permanganate ion [30] selenium dioxide [31] , silver (II) oxide [32] , chlorochromate [23] and dichromate ion [21,22] have been used to oxidation of organic substrates. However the above reagents either were used in aqueous acidic solution or in the presence of a metal ion as catalyst.…”