Synthesis of Calix[4]arenes with four different 'lower rim' substituents

Journal of Organic Chemistry

Volumn 64, Issue 8, 1999, Pages 2673-2679

  Shu, Chun Mei ^a   Chung, Wen Sheng ^a   Wu, Sing Ho ^b   Ho, Zong Chia ^b   Lin, Lee Gin ^b  

^a NATIONAL CHIAO TUNG UNIVERSITY   (Taiwan)

^b CHINESE CULTURE UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL GROUP; BENZOIC ACID; CALIXARENE; CARBONIC ACID DERIVATIVE; HALIDE; POTASSIUM DERIVATIVE;

ALKYLATION; ARTICLE; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; CHIRALITY; MOLECULAR MIMICRY; MOLECULAR MODEL; SYNTHESIS;

EID: 0033574493     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo981648l     Document Type: Article

References (36)

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29. Unpublished results, Chinese Culture University.
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33. 1 point group. The chiral element of compounds 4-7 can be visualized either as a chiral axis that goes through the center of the calix[4]arene's cavity or as a chiral plane that contains the cavity main axis. Even though the calixarenes can be classified as meta-cyclophanes, the chirality of the calix[4]arenes is different from cyclophane systems. For an excellent review on the specification of molecular chirality, see: Cahn, R. S.; Ingold, C.; Prelog, V. Angew. Chem., Int. Ed. Engl. 1966, 5, 385.
34. Single-crystal X-ray crystallography of the tetraalkoxy calix-[4]arenes indicated that it is in a "cone" conformation. The author has deposited atomic coordinates for 7c with the Cambridge Crystallographic Data Center. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Center, 12 Union Road, Cambridge, CB2 1EZ, U.K. We are indebted to Mr. J.-H. Lee (NTU) and Prof. S.-M. Peng for the single-crystal X-ray analyses.
35. 254 plates (absorbant thickness 0.2 mm).
36. 3OH or n-hexane into the same cavity.