42328-93-8Relevant academic research and scientific papers
Lewis Acid Enables Ketone Phosphorylation to Form a C-P Bond and a C-C Bond: Synthesis of 9-Phosphoryl Fluorene Derivatives
Wei, Xiao-Hong,Bai, Chun-Yuan,Wang, Ai-Jun,Feng, Qiao-Liang,Zhao, Lian-Biao,Zhang, Ping,Li, Zhen-Hua,Su, Qiong,Wang, Yan-Bin
supporting information, p. 7100 - 7105 (2021/09/14)
An efficient method for the Lewis acid promotion of the synthesis 9-phosphoryl fluorenes has been reported. This method focuses on ketone phosphonylation to form a C-P bond and a C-C bond between diphenylmethanone and H-phosphinate esters, H-phosphites, and H-phosphine oxides via phospha-aldol elimination, in which a series of 9-phosphoryl fluorene derivatives were selectively obtained in moderate to excellent yields.
Transition-Metal-Free and Base-Promoted Carbon-Heteroatom Bond Formation via C-N Cleavage of Benzyl Ammonium Salts
Liu, Long,Tang, Yuanyuan,Wang, Kunyu,Huang, Tianzeng,Chen, Tieqiao
, p. 4159 - 4170 (2021/03/09)
A facile and general method for constructing carbon-heteroatom (C-P, C-O, C-S, and C-N) bonds via C-N cleavage of benzyl ammonium salts under transition-metal-free conditions was reported. The combination of t-BuOK and 18-crown-6 enabled a wide range of substituted benzyl ammonium salts to couple readily with different kinds of heteroatom nucleophiles, i.e. hydrogen phosphoryl compounds, alcohols, thiols, and amines. Good functional group tolerance was demonstrated. The scale-up reaction and one-pot synthesis were also successfully performed.
New halo compounds of Si, P, As, and Sb bearing a bulky substituted fluorenyl group
Baiget,Bouslikhane,Escudie,Nemes, G. Cretiu,Silaghi-Dumitrescu,Silaghi-Dumitrescu
, p. 1949 - 1961 (2007/10/03)
New halo compounds of Si, P, As, and Sb, potential precursors of doubly-bonded derivatives of these elements, have been synthesized: dichloro-and difluorosilanes 2-6 bearing a methylfluorenyl group and a second substituent of various size (Me, Ph, Mes, R
Equilibrium CH-acidity of organophosphorus compounds - Communication 1. Influence of the solvent on the CH-acidity of phosphine oxides and phosphine sulfides
Mesyats,Tsvetkov,Petrov,Terekhova,Shatenshtein,Kabachnik
, p. 2399 - 2405 (2007/10/10)
1. The equilibrium CH-acidity (pK) of phosphine oxides and phosphine sulfides of analogous structure was determined in diglyme (DG) and in DMSO by the method of transmetallation. The acidity of the phosphine sulfides is almost unchanged from one solvent to another. The acidity of phosphine oxides in relatively nonpolar DG is three to five orders of magnitude higher than in DMSO, on account of the coordination of the phosphoryl group of the carbanions with the alkali metal cation in DG. The ionic dissociation constants of Li-substituted phosphine oxides in DG are two to three orders of magnitude lower than for phosphine sulfides. The distance between ions in ion pairs in Li-substituted phosphine oxides is reduced. 2. For an estimation of the acidifying effect of phosphinyl and thiophosphinyl groups, we used the pK in DMSO. Thiophosphinyl substituents negligibly exceed phosphinyl groups in their summary acidifying effect. 3. The introduction of (C6H5)2PO and (C6H5)2PS groups as substituants into diphenylmethane and fluorene increases the acidity of the latter by ～8 units of pK.
