19303-32-3Relevant articles and documents
Organopromoted Direct Synthesis of 1,1-Diphenyl-3-arylindanes via Formal [3+2] Cycloadditions of Triphenylcarbenium Tetrafluoroborate with Styrenes
Surapanich, Nakin,Chaisuwan, Patcharin,Kuhakarn, Chutima,Reutrakul, Vichai
, p. 2689 - 2694 (2016)
A formal [3+2] cycloaddition of triphenylcarbenium tetrafluoroborate with structurally different styrene derivatives has been developed. A combination of benzophenone and Et3N is key for promoting a formal [3+2] cycloaddition of triphenylcarbenium tetrafluoroborate with styrenes affording 1,1-diphenyl-3-arylindanes in moderate to good yields. The reaction mechanism of this transformation is also discussed.
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Evans,Price
, p. 2982,2985 (1959)
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Probing steric influences on electrophilic phosphonium cations: A comparison of [(3,5-(CF3)2C6H3)3PF]+ and [(C6F5)3PF]+
Lafortune, James H. W.,Szkop, Kevin M.,Farinha, Farah E.,Johnstone, Timothy C.,Postle, Shawn,Stephan, Douglas W.
, p. 11411 - 11419 (2018)
The electrophilic phosphonium cation (EPC) salt [(3,5-(CF3)2C6H3)3PF][B(C6F5)4] (2) is prepared via oxidation of the precursor phosphine with XeF2 and subse
Alkoxymagnesium iodide complexes
Haiss, Peter,Kuhn, Annette,Kuhn, Norbert,Maichle-Moessmer, Caecilia,Laufer, Stefan,Steimann, Manfred,Zeller, Klaus-Peter
, p. 3284 - 3287 (2011)
The complexes R(Ph)MeCOMg(Et2O)I [1, R = Me (a), Ph (b)] were obtained by the reaction of R(Ph)C=O with MeMgI in diethyl ether in good yields. Crystallisation of 1 from acetonitrile resulted in single crystals of di- and trinuclear complexes I2(μ-OCPhMe2)2Mg(MeCN) 4 (2) and {2[I(MeCN)Mg(μ-OCPh2Me)2Mg(MeCN)I] (3) × [I(MeCN)Mg(μ-OCPh2Me)2Mg(μ-OCPh 2Me)2Mg(MeCN)I] (4) × 2CH2Cl2} in which the metal centres are linked by alkoxy substituents. The thermal decomposition of the complexes 1 was studied by successive detection of the EI mass spectra of diethyl ether, the olefins 5, the tertiary alcohols 6, and the formal olefin dimers 7. The complexes R1(Ph)MeCOMg(Et2O)I [1, R1 = Me (a), Ph (b)] are obtained by the reaction of R 1(Ph)C=O with MeMgI in diethyl ether in good yields. Crystallisation of 1 from acetonitrile results in single crystals of di- and trinuclear complexes (2, 3 and 4) in which the metal centres are linked by alkoxy substituents. The thermal decomposition of the complexes 1 is monitored by mass spectral detection of the decomposition products. Copyright
Kuhn,Di Domenico
, p. 5777 (1950)
Towards Naked Zinc(II) in the Condensed Phase: A Highly Lewis Acidic ZnII Dication Stabilized by Weakly Coordinating Carborate Anions
Adet, Nicolas,Specklin, David,Gourlaouen, Christophe,Damiens, Thibault,Jacques, Béatrice,Wehmschulte, Rudolf J.,Dagorne, Samuel
, p. 2084 - 2088 (2020/11/30)
The employment of the hexyl-substituted anion [HexCB11Cl11]? allowed the synthesis of a ZnII species, Zn[HexCB11Cl11]2, 3, in which the Zn2+ cation is only weakly coordinated to two carborate counterions and that is soluble in low polarity organic solvents such as bromobenzene. DOSY NMR studies show the facile displacement of at least one of the counterions, and this near nakedness of the cation results in high catalytic activity in the hydrosilylation of 1-hexene and 1-methyl-1cyclohexene. Fluoride ion affinity (FIA) calculations reveal a solution Lewis acidity of 3 (FIA=262.1 kJ mol?1) that is higher than that of the landmark Lewis acid B(C6F5)3 (FIA=220.5 kJ mol?1). This high Lewis acidity leads to a high activity in catalytic CO2 and Ph2CO reduction by Et3SiH and hydrogenation of 1,1-diphenylethylene using 1,4-cyclohexadiene as the hydrogen source. Compound 3 was characterized by multinuclear NMR spectroscopy, mass spectrometry, single crystal X-ray diffraction, and DFT studies.
Bis(perchlorocatecholato)germane: Hard and Soft Lewis Superacid with Unlimited Water Stability
Greb, Lutz,Roth, Daniel,Wadepohl, Hubert
supporting information, p. 20930 - 20934 (2020/09/17)
Previously described Lewis superacids are moisture sensitive and predominantly hard in character—features that severely limit their widespread use in orbital-controlled reactions and under non-inert conditions. Described here are adducts of bis(perchlorocatecholato)germane, the first hard and soft Lewis superacid based on germanium. Remarkably, the synthesis of this compound is performed in water, and the obtained H2O adduct constitutes a strong Br?nsted acid. If applied as an adduct with aprotic donors, it displays excellent activity in a diverse set of Lewis acid catalyzed transformations, covering hydrosilylation, hydrodefluorination, transfer hydrogenation, and carbonyl–olefin metathesis. Given the very straightforward synthetic access from two commercially available precursors, the unlimited water stability and the soft Lewis acidic character, it promotes the transfer of Lewis superacidity into organic synthesis and materials science.
