128134-70-3Relevant academic research and scientific papers
Podand Ionophores Capable of Forming Cation-Binding Cavities through Intramolecular Interactions between the Terminal Groups
Jeong, Kyu-Sung,Cho, Young Lag,Pyun, Seung Yup
, p. 2827 - 2830 (2007/10/02)
A series of podand hosts having suitable cavities for metal cations in virtue of intramolecular interactions between the terminal groups were designed and synthesized.The conformational informations of hosts were obtained by NMR studies including homonuclear NOE difference experiments.Intramolecular interactions between the terminal groups of podand hosts markedly increase binding affinities and selectivities to metal cations.
The Development of a New Nitrating Agent: The Unusual Regioselective Nitration of Diphenylpolyethylene Glycols and Phenylpolyethylene Glycols with Trimethylsilyl Nitrate - BF3OEt2
Kimura, Masaru,Kajita, Kazushige,Onoda, Naoyuki,Morosawa, Shiro
, p. 4887 - 4892 (2007/10/02)
We have investigated the nitration of the following podands, 1-phenoxy-8-(2'-nitrophenoxy)-, 1-phenoxy-8-(4'-nitrophenoxy)-, and 1-(2',4'-dinitrophenoxy)-8-phenoxy-3,6-dioxaoctane (2, 3, and 4), and 1-(2',4'-dinitrophenoxy)-11-phenoxy-3,6,9-trioxaundecane (5), 1-phenoxy-3,6,9-trioxadecane (6), and 1-phenoxy-3,6,9,12-tetraoxatridecane (7), with trimethylsilyl nitrate catalyzed by BF3OEt2, which is soluble in nonpolar solvents.The reaction selectivity was measured by the ortho:para ratio of the nitrated products and was unusually large in CCl4.The structures of all isolated products, 1,8-bis(2'-nitrophenoxy)-, 1-(2'-nitrophenoxy)-8-(4'-nitrophenoxy)-, 1,8-bis(4'-nitrophenoxy)-, 1-(2',4'-dinitrophenoxy)-8-(2'-nitrophenoxy)-, and 1-(2',4'-dinitrophenoxy)-8-(4'-nitrophenoxy)-3,6-dioxaoctane (8, 9, 10, 11, and 12), 1-(2',4'-dinitrophenoxy)-11-(2'-nitrophenoxy)- and 1-(2',4'-dinitrophenoxy)-11-(4'-nitrophenoxy)-3,6,9-trioxaundecane (13 and 14), 1-(2'-nitrophenoxy)- and 1-(4'-nitrophenoxy)-3,6,9-trioxadecane (15 and 16), and 1-(2'-nitrophenoxy)- and 1-(4'-nitrophenoxy)-3,6,9,12-tetraoxatridecane (17 and 18), were confirmed by the independent preparation of these compounds using a modification of Joeger's method.We have invented a new nitrating system (trimethylsilyl nitrate and BF3OEt2) and have shown that the selectivity (o/p ratio of nitrated products) is unusually high in CCl4.
