Asymmetrically substituted calix[4]pyrrole with chiral substituents.
نویسندگان
چکیده
We have prepared first calix[4]pyrrole containing unprotected carbohydrate moiety directly linked to meso-position of oligopyrrole by stable "C-glycosidic" bond. Basic examination of its superassembly capability is presented.
منابع مشابه
Molecular recognition and self-assembly special feature: Self-assembly of dimeric tetraurea calix[4]pyrrole capsules.
Calix[4]pyrroles having extended aromatic cavities have been functionalized with 4 ureas in the para position of their meso phenyl substituents. This elaboration of the upper rim was completed in 2 synthetic steps starting from the alpha,alpha,alpha,alpha-tetranitro isomer of the calix[4]pyrrole obtained in the acid catalyzed condensation of p-nitrophenyl methyl ketone and pyrrole. In dichlorom...
متن کاملCytosine substituted calix[4]pyrroles: neutral receptors for 5'-guanosine monophosphate.
The synthesis and characterization of two cytosine-substituted calix[4]pyrrole conjugates, bearing the appended cytosine attached at either a beta- or meso-pyrrolic position, is described. These systems were tested as nucleotide-selective carriers and as active components of nucleotide-sensing ion-selective electrodes at pH 6.6. Studies of carrier selectivity were made using a Pressman-type mod...
متن کاملCalix[4]phyrins. Effect of peripheral substituents on conformational mobility and structure within a series of related systems.
A new, stepwise synthesis of calix[4]phyrins is described. It relies on the condensation of a ketone with pyrrole to form a dipyrromethane containing a quaternary carbon center that is subsequently condensed with an aromatic aldehyde. This methodology, in contrast to the previous rational approach described by this group (involving formation of a trisubstituted dipyrromethane via the condensati...
متن کاملEvaluating the cation binding strength and selectivity of calix[4]pyrroles: a computational and ESI-MS/MS study.
The cation binding strength of calix[4]pyrroles in the gas phase has been evaluated by computational studies and further substantiated by ESI mass spectrometry experiments. The DFT optimized geometries of [CP + X](+) complexes are found to be stable in a 1,3-alternate conformation through cation-π interactions and interestingly CPs are found to be better cation receptor than calix[4]arenes. The...
متن کاملResults and Discussions
Calix (4) pyrroles are macromolecules structurally related to porphyrins, they exhibit exceptional chemical and physical properties that have suggested a vast number of potential applications in host-guest chemistry. In recent years, calix (4) pyrroles have attracted a lot of attention because of their properties as binders of anions, transition metals, and neutral substrates and their new appl...
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ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 9 3 شماره
صفحات -
تاریخ انتشار 2011