20432-11-5Relevant academic research and scientific papers
Chemoselective and stereospecific iodination of alkynes using sulfonium iodate(i) salt
Rao, Dodla S.,Reddy, Thurpu R.,Kashyap, Sudhir
, p. 1508 - 1518 (2018)
An efficient and highly chemoselective iodination of alkynes using a sulfonium iodate(i) electrophilc reagent under metal-free conditions has been realized. The reactivity of sulfonium iodate(i) salt could be significantly diverse in the presence of water
(NH4)2S2O8-Mediated Diiodination of Alkynes with Iodide in Water: Stereospecific Synthesis of (E)-Diiodoalkenes
Jiang, Qing,Wang, Jing-Yu,Guo, Can-Cheng
, p. 2081 - 2087 (2015/07/15)
A new approach to the stereospecific diiodination of alkynes under mild conditions has been developed. This protocol employs ammonium persulfate as an oxidant and iodide as an iodine source, and provides a highly efficient and general method for the prepa
Room-temperature carbonization of poly(diiododiacetylene) by reaction with Lewis bases
Luo, Liang,Resch, Daniel,Wilhelm, Christopher,Young, Christopher N.,Halada, Gary P.,Gambino, Richard J.,Grey, Clare P.,Goroff, Nancy S.
supporting information; experimental part, p. 19274 - 19277 (2012/01/06)
Poly(diiododiacetylene) (PIDA) is a conjugated polymer containing an all-carbon backbone and only iodine atom substituents. Adding a Lewis base to the blue PIDA suspension at room temperature leads first to rapid disappearance of the absorption peaks attributed to PIDA, followed more slowly by release of free iodine. The resulting solid material gives a Raman scattering spectrum consistent with graphitic carbon, and it has a much higher conductivity than PIDA itself. Further investigation has led to the discovery of a previously unreported transformation, the reaction of a Lewis base such as pyrrolidine with a trans-diiodoalkene to form the corresponding alkyne. The generality of this iodine elimination further suggests that reaction of PIDA with Lewis bases dehalogenates the polymer, presenting a new method to prepare carbon nanomaterials at room temperature under very mild conditions.
Reactions of alkynes with iodine and potassium iodide in acetic acid in the presence of nitrates. Simple synthesis of 1-iodo-2-nitroalkenes
Yusubov,Perederina,Kulmanakova,Filimonov,Chi, Ki-Whan
, p. 1264 - 1272 (2007/10/03)
Terminal and internal alkynes react with I2 or KI and nitrates in acetic acid under mild conditions to give the corresponding 1-iodo-2-nitroalkenes as the major products. The effect of the reactant nature and reaction conditions on the yield of products was studied. Oxygen was found to play an important role in the formation of the target products. A possible mechanism of the reaction includes a series of redox transformations of I2 or I- and NO-3 to form INO2 which then adds to alkynes by a radical path. In reactions with potassium iodide, oxygen acts as an additional oxidant which converts NO into active nitrogen dioxide.
Halogenation of alkynes and alkynylsilanes
Al-Hassan, Mohammed I.
, p. 183 - 186 (2007/10/02)
Halogenation of alkynes has given 1,2-dihalogenoalkenes in good yields.Bromination of alkynylsilanes has given 1,2-dibromovinylsilanes, and reactions with iodine chloride mainly iodoalkynes.
