Effect of cis-trans Isomerism on the Urea Inclusion Compound Forming Ability of a Molecule; Study of the Maleate-Fumarate System

Urea Inclusion Compounds of Alkenoic Acids and Alkyl Alkenoates

“…This inforination was required because in an earlier study (1) it was found that the effect of cis and trans isoinerisin on the ability of a inolecule to form a urea inclusion coinpound was very significant. The geometric isomerisin of all endocytes selected were the same, so that their behavior under coinplexing conditions could be compared.…”

Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds

“…Maleic and fumaric acids were esterified with the respective alcohols by azeotropic distillation with benzene using sulfuric acid as the catalyst.7 The esters of maleic acid were reported previously.8,9 The corresponding esters of fumaric acid were similarly known. 7,9 The bromofluorination of the esters was carried out by dissolving the substrate in liquid HF followed by addition of iV-bromoacetamide (NBA).10 The erythro-and threo-methyl and -ethyl bromofluorosuccinates were known.11,12 With the idea of gaining further insight into the structure-activity relationships, the following addi-tional compounds were included in the study: methyl 2-bromo-3-fluoroglutarate, methyl 2-bromo-3-fluoropropionate,13 methyl 2-bromo-3-fluorobutyrate, methyl 2-fluoromaleate, methyl 2-fluorofumarate, methyl 2bromomaleate,8 *and methyl 2-bromofumarate.8 The data characterizing the bromofluoro esters and related compounds are contained in Table I, and infrared spectra for the 2-bromo-3-fluorosuccinic acid esters have been obtained. 14 The 60-MHz NMR spectra of the methyl and ethyl bromofluorosuccinate diastereoisomers were consistent with those reported previously.…”