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Experimental evidence at atomic resolution for intramolecular N(SINGLEBOND)H · · · π (phenyl) interactions in a family of amino acid derivatives

✍ Scribed by Marco Crisma; Fernando Formaggio; Giovanni Valle; Claudio Toniolo; Michele Saviano; Rosa Iacovino; Laura Zaccaro; Ettore Benedetti


Publisher
Wiley (John Wiley & Sons)
Year
1997
Tongue
English
Weight
116 KB
Volume
42
Category
Article
ISSN
0006-3525

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✦ Synopsis


Rapid Communications

intramolecular N{Hrrrp (aromatic) interactions are present (in a subsequent literature search we came through the x-ray diffraction work performed by Drew and Willey, 6 who also reported the occurrence of such a type of interaction in a phenylhydrazone derivative of benzophenone). These findings prompted us to reexamine the structure of (Z-Ac 6 c) 2 O in more detail and to expand the experimental investigation of that unconventional type of interaction to other structurally related molecules.

In this communication we describe the x-ray diffraction structures of three additional N a -benzyloxycarbonylated symmetrical anhydrides from other C a,a -disubstituted glycines, namely Ac 7 c (1-aminocycloheptane-1-carboxylic acid; 3), Ac 8 c (1-aminocyclooctane-1-carboxylic acid; 4), and Ac 9 c (1-aminocyclononane-1-carboxylic acid; 5), all of them characterized by