BF2 complexes of beta-tetraethyl-substituted dipyrrolyldiketones as anion receptors: potential building subunits for oligomeric systems.
Synthesis and anion binding properties of BF2 complexes of beta-tetraethyl-substituted dipyrrolyldiketones, with and without electron-withdrawing ethoxycarbonyl moieties at pyrrole alpha-positions, are reported. The substituents at pyrrole rings of these acyclic anion receptors are found to play a key role to control not only the polarization of binding sites (NH and CH) but also the relative stabilities of the preorganized conformations and the degrees of sterical repulsion, both of which notably affect the affinities for anions.
Maeda
Hiromitsu
H
Department of Bioscience and Biotechnology, Faculty of Science and Engineering, Ritsumeikan University, Kusatsu 525-8577, Japan. maedahir@se.ritsumei.ac.jp
Kusunose
Yukio
Y
Mihashi
Yuta
Y
Mizoguchi
Tadashi
T
D000838:Anions / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry*; D005030:Ethylenes / Q000737:chemistry*; D006860:Hydrogen Bonding; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D011758:Pyrroles / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry
D000838:Anions; D001896:Boron Compounds; D005030:Ethylenes; D007659:Ketones; D011758:Pyrroles; D000644:Quaternary Ammonium Compounds; C036216:ethylene; C009405:tetrabutylammonium