Cryptands with 1,3,5-Tris(1′,3′-dioxan-2′-yl)-benzene Units: Synthesis and Structural Investigations

Various cryptands based on 1,3-dioxane decorated 1,3,5-trisubstituted-benzene building blocks, connected by different chains (exhibiting ester, ether, or triazol groups) to several units with C3 symmetry, are reported. The structure of the compounds was investigated by single crystal X-ray diffracti...

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Veröffentlicht in:Journal of organic chemistry 2013-09, Vol.78 (17), p.8722-8729
Hauptverfasser: Cîrcu, Monica, Soran, Albert, Hădade, Niculina Daniela, Rednic, Monica, Terec, Anamaria, Grosu, Ion
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Sprache:eng
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Zusammenfassung:Various cryptands based on 1,3-dioxane decorated 1,3,5-trisubstituted-benzene building blocks, connected by different chains (exhibiting ester, ether, or triazol groups) to several units with C3 symmetry, are reported. The structure of the compounds was investigated by single crystal X-ray diffraction, NMR, and MS. The role of the 1,3-dioxane units was targeted to ensure the preorganization of the substrate for the macrocyclization reactions on one side, and for easier NMR assignment of the structure of the cryptands on the other side.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo401432y