Ein neuer Typ kationischer Wirtmoleküle mit π‐Acceptor‐Eigenschaften

Bühner, Manfred; Geuder, Wolfram; Gries, Willi‐Kurt; Hünig, Siegfried; Koch, Michael; Poll, Thomas S. van der

doi:10.1002/ange.19881001134

Cited by 35 publications

(2 citation statements)

References 29 publications

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“…[11] Me2SO, [12] N.N-Dimethylformamide/10% Me2SO. [13] A/.AADimethylformamlde. [14] Dichloromethane.…”

Section: Structures Of Cyclophanes and Their Complexes With Aromatic ...mentioning

confidence: 99%

“…The major groove opening of 12 is ideal to shape an aromatic binding site in chiral cyclophane hosts. Starting from optically pure (R)-and (S)-7,7'-di(benzyloxy)-2,2'-dihydroxy-l,l'-binaphthyl (13), optically resolved through simple clathrate formation with quinine, the two enantiomers of cyclophane 14 were prepared (46). The 'H NMR complexation studies in UvO/methanol-a'i (60:40 v/v, T = 293 K) showed that the naproxen derivatives (R,£>)-6ad form diastereomeric 1:1 complexes of differential geome-try and stability with the host enantiomers (R)-and (S)-14.…”

Section: Complexation Of Arenes In Organic Solventsmentioning

confidence: 99%

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Molecular recognition in aqueous solution: Supramolecular complexation and catalysis

Diederich¹

1990

J. Chem. Educ.

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One of the ways to study molecular recognition involves the use of designed polymolecular entities ("supramolecular complexes") and assemblies formed between two or more chemical species and held together by intermolecular forces, i.e., the noncovalent bonds (I). This fascinating and dynamic research area is recognized worldwide as an important intellectual and technological frontier in chemistry. For more than 150 years, organic chemists were predominantly concerned with the nature of the covalent bond in organic molecules. Today, the nature of the noncovalent bond has advanced to the center of interest in organic chemistry. For their pioneering studies in molecular recognition, Charles J. Pedersen, Jean-Marie Lehn, and Donald J. Cram were awarded the 1987 Nobel Prize in Chemistry (13).Biochemical phenomena have provided inspiration for much of the current work in chemical molecular recognition. The fascinating properties of enzymes, antibodies, membranes and their receptors, carriers, and channels rest on the controlled and efficient use of weak intermolecular interactions. Selective recognition and material transport, high catalytic activity, the fast conductance of electrical impulses from the brain to the nerve terminals, or replicationprocesses all rely on the reversible formation of complexes and assemblies held together by noncovalent bonding.Studies of recognition and catalysis in designed supramolecular complexes may provide answers on a microscopic level to important open questions in biological sciences. However, the maior motivation for these investigations is the strong desirero generate a full understandini of weak noncovalen~ interactions in ground state and transition stace com~lexes. With such understandine. we shall not onlv he ahleato design synthetic systems with-fascinating prope;ties observed in natural svstems hut also to create novel oreanic chemistry of great interest to both academia and ind&ry. New molecular electronic devices for information and energy storage and transfer, new generations of homogeneous solution catalysts, receptors, and molecular sensors with unprecedented sensitivity, new separation techniques, new polymers and mesophases with fascinating electro-optical properties, and new tools for the mapping of the human genom and for investigating the origin of protein folding are only a few examples for the technological perspectives generated by the fundamental research in molecular recognition.During the past decade, cyclophanes with apolar cavities have been increasingly recognized as a versatile class of synthetic receptors for supramolecular complexation and catalysis (4-16). This account on cyclophane research from our laboratories outlines the basic design criteria for this major class of synthetic receptors ("hosts"). Their potential for forming specific and strong inclusion complexes with ueutral oreanic substrates Yeuests") both in aoueous and organic colutions is demonstrated. he progress in the development of opticallv active cvclo~hane hosts for chiral molecmade...

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“…[11] Me2SO, [12] N.N-Dimethylformamide/10% Me2SO. [13] A/.AADimethylformamlde. [14] Dichloromethane.…”

Section: Structures Of Cyclophanes and Their Complexes With Aromatic ...mentioning

confidence: 99%

Section: Complexation Of Arenes In Organic Solventsmentioning

confidence: 99%