24744-65-8Relevant academic research and scientific papers
New cyclic phosphonium salts derived from the reaction of phosphine-aldehydes with acid
Mikhailine, Alexandre A.,Lagaditis, Paraskevi O.,Sues, Peter E.,Lough, Alan J.,Morris, Robert H.
scheme or table, p. 1824 - 1830 (2010/08/06)
Various cyclic phosphonium structures are formed in high yield by the deprotection of unstable phosphine-aldehydes in acidic solution. When there is a methylene spacer between the phosphine and the aldehyde, a phosphonium ion [PHR2CH2CH(OEt)2]Br2, R=iPrOH, Et is obtained. Reaction of these phosphonium salts with water produces the dimers [-PR2CH2CH(OH)-]2[Br]2?R = iPr, Et. When there is an ethylene spacer as in PPh2CH2CH2CH(OCH2CH2O), a remarkable tetramer with a 16-membered ring [-PPh2CH2CH2CH (OH)-]4[Cl]4 forms as one diastereomer in hydrochloric acid solution. Reaction of HCl with the protected phosphine-aldehyde with a propylene spacer (PPh2CH2CH2CH2CH(OCH2CH2O)) results in the formation of the monomeric phosphonium salt [-PPh2 CH2CH2CH2CH(OH)-]Cl with a 5-membered ring. Solid state structures of different ring types were determined using X-ray diffraction experiment.
Synthesis of 5-diphenylphosphinoyl-2,3-dihydropyran-4-ones
Okauchi, Tatsuo,Nagamori, Hironobu,Kouno, Ryouji,Ichikawa, Junji,Minami, Toni
, p. 1393 - 1398 (2007/10/03)
5-Diphenylphosphinoyl-2,3-dihydropyran-4-ones are readily prepared from the corresponding 5-diphenylphosphinoyl-1-buten-3-yne under mild acidic conditions. The phosphorus substituted pyrones are converted to more substituted pyrones via 1,4-addition of co
