765271-39-4Relevant academic research and scientific papers
Polymetallated 4-tert-butylcalix[4]arene complexes of sodium and potassium stabilized by crown ethers: Syntheses, structures and activation of carbon dioxide
Fischer, Reinald,Goerls, Helmar,Walther, Dirk
, p. 1243 - 1252 (2004)
4-tert-Butylcalix[4]arene and 18-crown-6 react with NaH in THF to form the complex [(18-crown-6)(THF)Na4(4-tert-butylcalix[4]arene-4H)] 2·3THF (1). Analogously, the reaction with 4-tert-butyltetrathiacalix[4]arene in DMF results in the formation of [(18-crown-6)Na(dmf)1.5]2[(4-tert-butyltetrathiacalix[4] arene-4H)2Na6(dmf)2] (2) The X-ray analysis of 1 shows an Na6O6 skeleton consisting of two fused open heterocubanes. Two Na+ ions are encapsulated in the cavities of the calix[4]arene units. Additionally, two peripheral Na+ ions, each surrounded by a crown ether and one THF ligand, are connected to the central Na6O6 skeleton by one bridging oxygen of the calix[4]arene. In contrast, 2 contains the highly symmetrical anion [(4-tert-butyltetrathiacalix[4]arene-4H)2Na6(dmf) 2]2- and crown-ether-stabilized cations. While 1 shows a dynamic process in solution above 40 °C, the structure of the highly symmetrical compound 2 remains stable at higher temperatures. The solid-state structure of the potassium complex [(dibenzo-18-crown-6)K4(4-tert- butylcalix[4]arene-4H)(THF)3]2·4THF (4) is similar to 1; however, the calix[4]arene units in the open heterocubane structure of 4 are shifted less than half a diameter to one another than in the sodium complex 1. According to the 1H NMR spectra complex 3a, containing 18-crown-6, has a very similar structure to the related complex 4. Both 1 and 4 absorb carbon dioxide in THF and are active CO2-transfer reagents towards 2-fluoropropiophenone; complex 2 is much less active. This clearly demonstrates the subtle influence of the structure of the alkali metal complexes on the CO2 reactivity in these types of compounds. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Methyl NFSI: Atom-economical alternative to NFSI shows higher fluorination reactivity under Lewis acid-catalysis and non-catalysis
Fukushi, Kazunobu,Suzuki, Satoru,Kamo, Tomohiro,Tokunaga, Etsuko,Sumii, Yuji,Kagawa, Takumi,Kawada, Kosuke,Shibata, Norio
supporting information, p. 1864 - 1868 (2016/04/19)
Me-NFSI was first reported in 1994. Despite its atom-economical structure and similarity to a well-explored fluorinating reagent, NFSI, Me-NFSI has not appeared in the literature in over 20 years. We disclose that Me-NFSI is more effective for the fluorination of active methines under Lewis acid-catalysis and non-catalysis than NFSI.
Asymmetric fluorination of β-keto esters catalyzed by chiral rare earth perfluorinated organophosphates
Suzuki, Shoko,Furuno, Hiroshi,Yokoyama, Yasuo,Inanaga, Junji
, p. 504 - 507 (2007/10/03)
Novel chiral rare earth metal complexes bearing perfluorinated binaphthyl phosphate ligand RE[(R)-F8BNP]3 (RE = rare earth; F8BNP = 5,5′,6,6′,7,7′,8,8′-octafluoro-1,1′-binaph thyl-2,2′-diyl phosphate) have been synthesized
Highly enantioselective fluorination reactions of β-ketoesters and β-ketophosphonates catalyzed by chiral palladium complexes
Hamashima, Yoshitaka,Suzuki, Toshiaki,Takano, Hisashi,Shimura, Yuta,Tsuchiya, Yasunori,Moriya, Ken-ichi,Goto, Tomomi,Sodeoka, Mikiko
, p. 7168 - 7179 (2007/10/03)
Using chiral palladium enolates as key intermediates, efficient catalytic enantioselective fluorination reactions of active methine compounds have been developed. These reactions can be conducted in alcoholic solvents without any precaution to exclude wat
An efficient enantioselective fluorination of various β-ketoesters catalyzed by chiral palladium complexes
Hamashima, Yoshitaka,Yagi, Kenji,Takano, Hisashi,Tamas, Laszlo,Sodeoka, Mikiko
, p. 14530 - 14531 (2007/10/03)
Reflecting the importance of fluorinated organic compounds in medicinal chemistry, development of an efficient method for catalytic enantioselective fluorination is increasingly desirable. Using a novel palladium complex 2 (1-2.5 mol %), various β-ketoest
A novel enantioselective preparation of α-fluoro-β-keto acids
Iwaoka,Murohashi,Sato,Kaneko
, p. 1025 - 1028 (2007/10/02)
A two-step method for the enantioselective preparation of α-fluorinated β-keto acids from 1,3-dioxin-4-ones having l-menthone as the chiral auxiliary at the 2-position is described. The method consists of fluorination of the dioxinones by molecular fluori
