A calix[5]arene-based heterotetratopic host for molecular recognition of long-chain, ion-paired alpha,omega-alkanediyldiammonium salts.
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Alkanes↗
Biomedical subjects
Anna Notti
Publications and source records attributed to Anna Notti.
Inclusion networks of a calix[5]arene-based exoditopic receptor and long-chain alkyldiammonium ions.
[structure: see text]. Tail-to-tail connection of two cone calix[5]arene moieties by a rigid p-xylyl spacer affords the new exoditopic receptor 3 featuring two pi-rich cavities (assembling cores) in a centrosymmetric divergent arrangement, as established by a single-crystal X-ray analysis. 1H NMR complexation studies of 3 with alkyldiammonium ions support the formation of discrete bis-endo-cavity complexes and/or capsular assemblies along a polymer chain (polycaps), according to the length of the connector.
Alkanes↗
Multipoint molecular recognition of amino acids and biogenic amines by ureidocalix[5]arene receptors.
[reaction: see text] p-tert-Butylcalix[5]arenes in a fixed cone conformation, endowed with a urea functionality at the upper rim, behave as remarkably efficient abiotic receptors of omega-amino acids and biogenic amines, which are bound with one end of the chain within the pi-basic cavity (primary recognition site) and the other grasped by the secondary hydrogen bonding donor/acceptor binding site.
Amino Acids↗
Calix[4]- and calix[5]arene-based multicavity macrocycles.
Synthesis and single-crystal X-ray structures of mixed triple and double calixarenes 6 and 7, obtained from the base-catalyzed condensation of calix[5]arene 1 with cone pertosylated calix[4]arene 2, are reported. VT-NMR studies on 7 are consistent with a molecular motion arising from the anti-gauche conformational interconversion of its ethylene linkages.
Journal Article↗
Shape recognition of alkylammonium ions by 1,3-bridged calix[5]arene crown-6 ethers: endo- vs exo-cavity complexation.
A series of tri-O-substituted 1,3-bridged calix[5]arene crown-6 ethers bearing alkyl, arylalkyl, alkoxyalkyl, and alkoxycarbonylmethyl residues at the lower rim and either (t)()Bu or H substituents at the upper rim have been synthesized. (1)H NMR studies have shown that p-tert-butylcalix[5]crowns, irrespective of the size and nature of their lower rim pendant groups, adopt preorganized conelike conformations, whereas p-H-calix[5]crowns with bulky substituents preferentially exist in solution as partial cone conformers (C(1) symmetry). Calix[5]crown derivatives behave as mono- or ditopic receptors for isomeric butylammonium ions, forming endo-cavity (inside the calixarene cup) and/or exo-cavity (at the crown ether moiety) 1:1 complexes according to the shape of the guest. These two binding modes can be clearly distinguished and monitored by (1)H NMR titration experiments.
Journal Article↗