“…For the qualitative analysis of primary and secondary alcohols, Momose and Torigoe (81) recommended the preparation of the 3,6-dinitrophthalates by means of the anhydride. Redcliffe (113) proposed the use of .V-propionyldiphenylpentimine for the identification of primary alcohols and mercaptans; the reagent appears better suited for mercaptans than for alcohols.…”
Section: Analytical Procedures From the Scientific And Technical Lite...mentioning
“…For the qualitative analysis of primary and secondary alcohols, Momose and Torigoe (81) recommended the preparation of the 3,6-dinitrophthalates by means of the anhydride. Redcliffe (113) proposed the use of .V-propionyldiphenylpentimine for the identification of primary alcohols and mercaptans; the reagent appears better suited for mercaptans than for alcohols.…”
Section: Analytical Procedures From the Scientific And Technical Lite...mentioning
“…In this paper, we present a general methodology for the synthesis of 3,6-diaminophthalimide building blocks employing 3,6-bis(acetylamino)phthalic anhydride ( 5 ) as a starting material. The latter is obtained via the palladium-mediated catalytic reduction of 3,6-dinitrophthalic acid ( 4 ), followed by exposure of the unstable diaminophthalic acid to acetic anhydride (Scheme ). Subsequent reaction of 5 with primary amines in dioxane at reflux affords a variety of 3,6-bis(acetylamino)phthalimides ( 6a − h ) in good to almost quantitative yields (Table ).…”
[reaction: see text]. Herein, we report an improved methodology for the synthesis of a variety of 3,6-diaminophthalimides in high yields. This enables decoration of the periphery of foldamers with a wide range of functionalities.
“…Backbone building block, 3,6-dinitrophthalic anhydride (1), was synthesized by nitration of 1,5-dinitronaphthalene and subsequent oxidation, 10 followed by ring closure of the obtained diacid using acetic anhydride. 11 Anhydride 1 was reacted with 1.6 equiv.…”
In a single condensation step, a poly-ureidophthalimide is synthesized, which folds into a chiral, helical architecture according to circular dichroism spectroscopy.
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