Molecular Receptors. Functionalized and chiral macrocyclic polyethers derived from tartaric acid

Autor:	Jean-Pierre Sauvage, Jean-Marc Girodeau, Jean-Paul Behr, R. C. Hayward, Jean-Marie Lehn
Rok vydání:	1980
Předmět:	Stereochemistry Organic Chemistry Condensation Cationic polymerization Biochemistry Catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Drug Discovery Polymer chemistry Side chain Tartaric acid Physical and Theoretical Chemistry Receptor
Zdroj:	Helvetica Chimica Acta. 63:2096-2111
ISSN:	1522-2675 0018-019X
DOI:	10.1002/hlca.19800630736
Popis:	A number of functionalized and chiral macrocyclic polyethers have been synthesized by condensation of the dithallium alcoholate of (R,R)-(+)-tartaric acid derivatives with α, ω-dihalides. In this way for instance, the tetracarboxylic [18]-O6 macrocycle 3c and its derivatives become readily available. They form complexes with various cationic substrates. NMR. and crystal-structure data provide information about the orientation of the side chains X in 3 with respect to the macrocycle. It is concluded that in the secondary amides like 3b and in their complexes the four X-groups are preferentially in an axial orientation on the average. This property is of much significance for the design of molecular receptors and catalysts based on this macrocyclic structure. The preparation of a number of other macrocycles is also described.
Databáze:	OpenAIRE
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