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Water-soluble resorcin[4]arene based cavitands [PDF]

Tetrahedron Letters, 1998
Water-soluble resorcin[4]arene based cavitands were obtained in good yields by reaction of bromomethylcavitands with pyridine. Their solubility was determined by conductometry. The behaviour in water depends on the alkyl chain length; the methylcavitand does not aggregate, whereas the pentyl- and undecylcavitands do, as was shown by 1H NMR spectroscopy
Grote gansey, Marcel H.B., Bakker, Frank K.G., Feiters, Martinus C., Geurts, Hubertus P.M., Verboom, Willem, Reinhoudt, David N.   +5 more
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Synthesis of the parent resorcin[4]arene

Journal of the Chemical Society, Perkin Transactions 1, 1999
The treatment of 2,4-bis(allyloxy)benzyl alcohols with Sc(OTf)3 in acetonitrile produced a cyclic tetramer as the major product, which was deallylated by ammonium formate and PdCl2(PPh3)2 to produce the parent resorcin[4]arene.
Hisatoshi Konishi, Hijiri Sakakibara, Kazuhiro Kobayashi, Osamu Morikawa   +3 more
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Lipase-catalyzed regioselective acylation of resorcin[4]arenes

Journal of Molecular Catalysis B: Enzymatic, 2002
Abstract Immobilized lipase from Mucor miehei (RML) catalyzed the regioselective acylation of the C-2 side-chain of the C-alkyl resorcin[4]arene tetra-alcohol 1 in the 1,2-alternate form in organic solvents using vinyl acetate as acylating reagent. The influence of reaction parameters and solvent choice were also studied.
BOTTA B, ZAPPIA G, TAFI, ANDREA, BOTTA, MAURIZIO, MANETTI, FABRIZIO, CERNIA E, MILANA G, PALOCCI C, SORO S, DELLE MONACHE G.   +9 more
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Development of Redox-Switchable Resorcin[4]arene Cavitands

Accounts of Chemical Research, 2014
CONSPECTUS: Within the framework of miniaturization of electromechanical devices, the development of a redox-switchable molecular gripper as a tool for nanorobotics is appealing both from an academic and from a practical perspective. Such a tool should be able to controllably grab a molecular cargo, translocate it over considerable distances and time ...
Pochorovski Igor, Diederich François
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Enantioselective Guest Exchange in a Chiral Resorcin[4]arene Cavity

Journal of the American Chemical Society, 2002
Gas-phase proton-bound complexes between a chiral resorcin[4]arene and some representative amino acids, that is, L- and D-alanine or L- and D-serine, were generated in the source of a Fourier transform ion cyclotron resonance mass spectrometer. Gas-phase exchange of the amino acid from the diastereomeric complexes with the enantiomers of 2-butylamine ...
BOTTA, Bruno, Maurizio Botta, FILIPPI, Antonello, Andrea Tafi, G. D. Monache, SPERANZA, Maurizio   +5 more
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The Interaction of Resorcin[4]arenes with FeIII in Chloroform

European Journal of Organic Chemistry, 2000
Resorcinarene octamethyl ethers, bearing carboalkyloxy groups in the side chains, have been shown to interact with FeIII in organic media. 1H-NMR studies, carried out using GaIII instead of FeIII, suggest that these systems have two active sites of interaction, the first located at the aromatic moiet and the other in the vicinity of the carbonyl groups.
Bruno Botta, Giuliano Delle Monache, Paola Ricciardi, Giovanni Zappia, Catia Seri, Eszter Gacs-Baitz, Pal Csokasi, Domenico Misiti   +7 more
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Recent Advances in Halogen Bonded Assemblies with Resorcin[4]arenes

The Chemical Record, 2020
AbstractResorcinarenes are cavity‐containing compounds when in the crown conformation, from the calixarene family of concave compounds. These easy to synthesize macrocycles can be decorated at the upper rim through the eight hydroxyl groups and/or the 2‐position of the aromatic ring.
Kwaku Twum, Kari Rissanen, Ngong Kodiah Beyeh   +2 more
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‘Cloverleaf’ crown ether resorcin[4]arenes

Tetrahedron Letters, 2008
Abstract Crown ether resorcin[4]arenes 1a , 1b , and 2b with a novel connectivity have been prepared from diquinoxaline cavitands in yields of 68%, 73%, and 25%, respectively. The reaction involves bridging the contiguous oxygen atom pairs with tri-, tetra- or pentaethylene glycol ditosylates.
Yanwei Cai, Peter P. Castro, Linda M. Gutierrez-Tunstad   +2 more
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Reduced symmetry triflate-resorcin[4]arenes

Supramolecular Chemistry, 2012
The synthesis of C2v-symmetric resorcin[4]arenes with four triflate substituents was investigated, and a number of examples were structurally characterised by X-ray crystallography. Starting from a readily prepared resorcin[4]arene octol, the reduction in the symmetry to C2v is achieved via the known regioselective tetra-substitution reaction with ...
Julia E. Bartenstein, Nigel T. Lucas
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Redox-Switchable Resorcin[4]arene Cavitands: Molecular Grippers

Journal of the American Chemical Society, 2012
Diquinone-based resorcin[4]arene cavitands that open to a kite and close to a vase form upon changing their redox state, thereby releasing and binding guests, have been prepared and studied. The switching mechanism is based on intramolecular H-bonding interactions that stabilize the vase form and are only present in the reduced hydroquinone state.
Pochorovski Igor, Ebert Marc-Olivier, Gisselbrecht Jean-Paul, Boudon Corinne, Schweizer W Bernd, Diederich Francois   +5 more
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