67471-62-9Relevant articles and documents
A strong organic electron donor incorporating highly π-donating triphenylphosphonium ylidyl substituents
Burgoyne, Morgan M.,Macdougall, Thomas M.,Haines, Zachary N.,Conrad, Jordan W.,Calhoun, Larry A.,Decken, Andreas,Dyker, C. Adam
, p. 9726 - 9733 (2019)
The π-electron donor strength of a triphenylphosphonium ylidyl group (Ph3PCH-) was explored through its substitution onto a bispyridinylidene (BPY) scaffold. Electrochemical studies revealed that the new triphenylphosphonium ylidyl-substituted BPY is the most reducing di-substituted derivative reported to date (E1/2 = -1.55 V vs. SCE). By using a previously established correlation between the redox potential of the substituted BPYs and the corresponding substituent, a Hammett constant for the Ph3PCH- group was determined (σp+ = -2.33), establishing it as the most donating neutral substituent currently quantified. The BPY is readily oxidized by hexachloroethane to produce the corresponding dicationic bipyridinium salt as a mixture of isomers owing to hindered Cylidyl-Cpyridyl bond rotation. In preliminary tests of the BPY as a reductant, dichlorotricyclohexylphosphorane and chlorodiphenylphosphine were reduced to the corresponding phosphine and diphosphine, respectively.
The Phosphonium Ion [Cy3PCHCl2]+: Synthesis and Properties
Spang, Nils,Müller, Matthias,Buchner, Magnus R.
, p. 3652 - 3659 (2018/09/11)
The synthetic pathway to the functional phosphonium cation [Cy3PCHCl2]+ (3) has been evaluated by using in situ 31P NMR spectroscopy and mass spectrometry. The synthesis is only successful if CCl4/CHCl3 mixtures are used. A mechanism for the varying reactivity in different solvents is given as well as a mechanism for the observed equilibrium between ions [Cy3PCHCl2]+ and [Cy3PCH2Cl]+ (12). Through the anticipated hydrogen bonding interaction between [Cy3PCHCl2]+ and the corresponding anion, crystal structures of the compounds [Cy3PCHCl2]Cl·2CHCl3 (3a) and [Cy3PCHCl2]3[H3O][H5O2]Cl5·C6D6 (3b) could be obtained and evaluated.
METHOD FOR SYNTHESIZING CYCLOHEXYL-SUBSTITUTED PHOSPHINES
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Page/Page column 14, (2010/06/16)
The present invention relates to a process for preparing cyclohexyl-substituted phosphines. The invention further relates to a process for preparing cyclohexyl-substituted phosphine oxides which can be used as intermediates in the preparation of cyclohexyl-substituted phosphines.