13752-97-1Relevant academic research and scientific papers
Thermochromism and solvatochromism of non-ionic polar polysilanes
Oka, Kunio,Fujiue, Naofumi,Nakanishi, Saburo,Takata, Toshikazu,West, Robert,Dohmaru, Takaaki
, p. 45 - 51 (2000)
Polar polysilanes bearing ethereal side groups [{CH3-Si-(CH2)m-O-(CH2CH 2O)n-CH3}x, m = 3-5 and n = 0-3}] were prepared and were found to be soluble in a wide range of polar solvents. UV spectroscopic behavior is highly dependent on the nature of the solvents used but no simple relationship between λmax and specific solvent parameter is found. Small molar absorbance (ε 3)2CHOH (HFIP) in non-polar solvent (benzene, CH2Cl2) or even in (CH3)2CHOH solution, where higher HFIP concentration brings about longer wavelength absorption. This type of solvatochromism is originated by strong hydrogen bond formation between the ethereal side groups and HFIP. Because non-dissociative nature of HFIP-concerned hydrogen bonding, increased bulkiness of the side moieties brings about disentanglement. Polysilanes 1-5, though having long side chains, show thermochromism of continuous spectral shift on cooling. The same λmax value in thermochromism and solvatochromism indicates that nearly the same degree of disentanglement is caused by HFIP and thermally.
Synthese et reactivite d'un nouvel hydrure organostannique a "queue polaire": le dibutyl-4,7,10-trioxaundecylstannane
Ferkous, F.,Messadi, D.,Jeso, B. De,Degueil-Castaing, M.,Maillard, B.
, p. 315 - 320 (1991)
A new tin hydride was prepared by reduction of the tin chloride obtained in the addition of hydrogenochlorodibutylstannane to the allyl methyl ether of diethylenehglycol.The efficiency of this compound in reductions and reductive additions to alkenes of alkyl halides was demonstrated as well as the easy separation of the organic products of reaction from the organotin compounds by liquid-solid chromatography over silica.
Novel perfluoroalkylated oligo(oxyethylene) methyl ethers with high hemocompatibility and excellent co-emulsifying properties for potential biomedical uses
Kaplánek, Robert,Paleta, Old?ich,Ferjentsiková, Ivana,Kodí?ek, Milan
experimental part, p. 308 - 316 (2009/12/03)
Two series of novel perfluoroalkylated amphiphilic compounds were synthesized from monomethyl ethers of mono-, di- and tri-(oxyethylene) glycols. The first series CH3(OCH2CH2)nOCH2CH(OH)CH2-CF2(CF2CF2)nCF3 (n = 1-3) bearing the hydroxy group at the spacer between hydrophilic and hydrophobic parts was prepared by the reactions of the monomethyl ethers with 2-(perfluoroalkylmethyl)oxiranes in 76-97% yields. The second series CH3(OCH2CH2)nOCH2CH2CH2-CF2(CF2CF2)nCF3 (n = 1-3) possessing the non-hydroxylated spacer was synthesized from allyl methyl ethers of oligo(oxyethylene) glycols using radical additions of perfluoroalkyl iodides and subsequent selective reductions of the C-I bond in the adducts in overall yields of 23-69%. Some of the novel amphiphilic compounds displayed very low hemolytic activity to erythrocytes and excellent co-emulsifying properties on testing on perfluorodecalin/Pluronic F-68 microemulsions. 1-O-(2-Hydroxy-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)-d-xylitol was prepared by a novelized synthesis and employed as a standard compound in the testing.
Highly stable giant supramolecular vesicles composed of 2D hydrogen-bonded sheet structures of guanosine derivatives
Yoshikawa, Isao,Sawayama, Jun,Araki, Koji
, p. 1038 - 1041 (2008/09/21)
(Figure Presented) Stabilized net: A molecular design approach to protect a 2D hydrogen-bonding network with nonpolar shielding layers has allowed the fabrication of micrometer-scale supramolecular vesicles in water (see picture). These hydrogen-bond-dire
SmI2/water/amine mediates cleavage of allyl ether protected alcohols: application in carbohydrate synthesis and mechanistic considerations.
Dahlen, Anders,Sundgren, Andreas,Lahmann, Martina,Oscarson, Stefan,Hilmersson, Goeran
, p. 4085 - 4088 (2007/10/03)
[reaction: see text]. SmI2/H2O/amine provides selective cleavage of unsubstituted allyl ethers in good to excellent yields. This method is therefore useful in deprotection of alcohols and carbohydrates.
Approaches to new water soluble phosphines
Mitchell, Terence N.,Heesche-Wagner, Kerstin
, p. 43 - 53 (2007/10/02)
Approaches to water-soluble phosphines are described which involve conversion of ethylene glycol derivatives and sugar diacetonides into monoallyl ethers, and hydrophosphorylation of the latter.In the case of the sugars, water-solubility is conferred by a subsequent hydrolysis.
Deamination Reactions, 41. Reactions of Aliphatic Diazonium Ions and Carbocations with Ethers
Kirmse, Wolfgang,Jansen, Ulrich
, p. 2607 - 2625 (2007/10/02)
Aliphatic diazonium ions and carbocations were generated by deacylation of appropriate nitrosoureas (1, 5, 9) in alcohol-ether mixtures or in 2-alkoxyethanols.Ethers were generally inferior to alcohols in capturing cationic intermediates.Formation of trialkyloxonium ions led to alkyl exchange or ring opening.The observed reactivity orders were n-butyl > isobutyl for the diazonium ions, allyl > sec-butyl > tert-butyl for the carbocations, methoxy > ethoxy and oxirane > oxetane > tetrahydrofuran for the ethers, indicating the predominance of steric effects.Neighboring group participation in 4-methoxy-1-butanediazonium ions (58) and 4,5-epoxy-1-pentanediazonium ions (74) was detectable but inefficient ( 20percent of cyclic oxonium ions).
