Molecular recognition of alkylammonium contact ion-pairs using a ditopic receptor.
نویسندگان
چکیده
A ditopic, macrobicyclic receptor with adjacent anion and cation binding sites is able to distinguish between various monoalkylammonium salts by binding them as contact ion-pairs. The affinity for linear n-propylammonium chloride is at least 2 orders of magnitude greater than that for n-propylammonium acetate, n-propylammonium p-toluenesulfonate, and branched isopropylammonium chloride. An X-ray structure of the receptor complexed with methylammonium chloride illuminates the basis of the molecular recognition.
منابع مشابه
Design and synthesis of chiral macrocycles as receptors for enantioselective molecular recognition and as catalysts for asymmetric reactions
The design and the synthesis of chiral macrocycles acting as enantioselective receptors is of great interest in the field of enzyme mimicking enantioselective catalysis as well as in that of racemic resolution and of chiral sensing. Recently particular attention has been devoted to neutral ditopic receptors able to simultaneously bind chiral ammonium cations and their counteranions. In this wor...
متن کاملTransport of alkali halides through a liquid organic membrane containing a ditopic salt-binding receptor.
A ditopic receptor is shown to have an impressive ability to recognize and extract the ion pairs of various alkali halides into organic solution. X-ray diffraction analysis indicates that the salts are bound in the solid state as contact ion pairs. Transport experiments, using a supported liquid membrane and high salt concentration in the source phase, show that the ditopic receptor can transpo...
متن کاملMetal directed assembly of ditopic containers and their complexes with alkylammonium salts.
A new self-folding cavitand has been assembled through metal coordination to give a thermodynamically stable ditopic receptor of nanosize dimensions which has been used in the reversible binding of di-alkylammonium and n-alkylammonium salts.
متن کاملA Hexahomotrioxacalix[3]arene-Based Ditopic Receptor for Alkylammonium Ions Controlled by Ag⁺ Ions.
A receptor cone-1 based on a hexahomotrioxacalix[3]arene bearing three pyridyl groups was successfully synthesized, which has a C₃-symmetric conformation and is capable of binding alkylammonium and metal ions simultaneously in a cooperative fashion. It can bind alkylammonium ions through the -cavity formed by three aryl rings. This behaviour is consistent with the cone-in/cone-out conformation...
متن کاملSelective solid-liquid extraction of lithium halide salts using a ditopic macrobicyclic receptor.
A ditopic salt receptor that is known to bind and extract solid NaCl, KCl, NaBr, and KBr into organic solution as their contact ion pairs is now shown by NMR and X-ray crystallography to bind and extract solid LiCl and LiBr as water-separated ion pairs. The receptor can transport these salts from an aqueous phase through a liquid organic membrane with a cation selectivity of K+ > Na+ > Li+. How...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- The Journal of organic chemistry
دوره 68 25 شماره
صفحات -
تاریخ انتشار 2003