Syntheses of Novel Chiral Calix[4]crown: Lariat Calix[4]-1,3-aza-crowns with Chiral Amino Acid Groups as Branched Chains

REFERENCES

• Böhmer , V. Calixarene macrocycles with (almost) unlimited possibility . Angew. Chem., Int. Ed. Engl. 1995 , 34 , 713 – 742 .
   Web of Science ®Google Scholar
• Asfari , Z. ; Böhmer , V. ; Horrowfield , J. ; Vicens , J. Calixarenes 2001 . Kluwer Academic Publishers : Dordrecht , the Netherlands , 2001 .
   Google Scholar
• Vysotsky , M. O. ; Schmidt , C. ; Böhmer , V. In Advances in Supramolecular Chemistry ; G. Gokel (Ed.); Jai Press : Stanford , 2000 ; vol. 7 , pp. 139 .
   Google Scholar
• Kim , S. K. ; Lee , S. H. ; Lee , J. Y. ; Lee , J. Y. ; Bartsch , R. A. ; Kim , J. S. An excimer-based, binuclear, on-off switchable calix[4]crown chemosensor . J. Am. Chem. Soc. 2004 , 126 , 16499 – 16506 .
   PubMed Web of Science ®Google Scholar
• Kocabas , E. ; Durmaz , M. ; Alpaydin , S. ; Sirit , A. ; Yilmaz , M. Chiral mono- and diamide derivatives of calix[4]arene for enantiometric recognition of chiral amines . Chirality 2008 , 20 , 26 – 34 .
   PubMed Web of Science ®Google Scholar
• Xu , Z. X. ; Zhang , C. ; Zheng , Q. Y. ; Chen , C. F. ; Huang , Z. T. A new approach to enantiopure inherently chiral calix[4]arenes: Determination of their absolute configurations . Org. Lett. 2007 , 9 , 4447 – 4450 .
   PubMed Web of Science ®Google Scholar
• Erdemir , S. ; Tabakci , M. ; Yilmaz , M. Synthesis and amino acid extraction abilities of chiral calyx[4]arene triamides containing amino alcohol units . J. Incl. Phenom. Macrocycl. Chem. 2007 , 59 , 197 – 202 .
   Web of Science ®Google Scholar
• Sansone , F. ; Baldini , L. ; Casnati , A. ; Chierici , E. ; Faimani , G. ; Ugozzoli , F. Ungaro , R. Chiral dimeric capsules from N, C-linked peptidocalix[4]arenes self-assembled through an antiparallel b-sheetlike motif . J. Am. Chem. Soc. 2004 , 126 , 6204 – 6205 .
   PubMed Web of Science ®Google Scholar
• Bozkurt , S. ; Durmaz , M. ; Yilmaz , M. ; Sirit , A. Calixarene-based chiral phase-transfer catalysts derived from cinchona alkaloids for enatioselective synthesis of α-amoni acids . Tetrahedron: Asymmetry 2008 , 19 , 618 – 623 .
   Web of Science ®Google Scholar
• Durmaz , M. ; Alpaydin , S. ; Sirit , A. ; Yilmaz , M. Enantiomeric recognition of amino acid derivatives by chiral Schiff bases of calix[4]arene . Tetrahedron: Asymmetry 2007 , 18 , 900 – 905 .
   Web of Science ®Google Scholar
• Gaeta , C. ; Rosa , M. ; Fruilo , M. ; Soriente , A. ; Neri , P. Synthesis of calix[4]arene derivatives bearing chiral pendant groups as ligands for enantioselective catalysis . Tetrahedron: Asymmetry 2005 , 16 , 2333 – 2340 .
   Google Scholar
• Neri , P. ; Bottino , A. ; Geraci , C. ; Piattelli , M. Synthesis of glycidyl calixarenes, versatile substrates for the preparation of chiral calixarene-based ligands . Tetrahedron: Asymmetry 1996 , 7 , 17 – 20 .
   Google Scholar
• Liu , F. ; Lu , G. Y. ; He , W. J. ; Liu , M. H. ; Zhu , L. G. Enantioselective recognition of calix[4]arene derivatives bearing chiral bicyclic guanidinium for D/L-phenylalanine zwitterions at the air–water interface . Thin Solid Films 2004 , 468 , 244 – 249 .
   Web of Science ®Google Scholar
• Liu , X. X. ; Zheng , Y. S. Chiral nitrogen-containing calix[4]crown—an excellent receptor for chiral recognition of mandelic acid . Tetrahedron Lett. 2006 , 47 , 6357 – 6360 .
   Web of Science ®Google Scholar
• Kubinyi , M. ; PáL , K. ; Baranyai , P. ; Grofcsik , A. ; Bitter , I. ; Grün , A. Absorption, fluorescence, and CD spectroscopic study of chiral recognition by a binaphthyl-derived chromogenic calixcrown host . Chirality 2004 , 16 , 174 – 179 .
   PubMed Web of Science ®Google Scholar
• Bitter , I. ; Köszegi , É. ; Grün , A. ; Bakó , P. ; Pál , B. ; Grofcsik , A. ; Kubinyi , M. ; Balázs , B. ; Tóth , G. Synthesis of chiral 1,3-calix[4]-crown-6 ethers as potential mediators for asymmetric recognition processes . Tetrahedron: Asymmetry 2003 , 14 , 1025 – 1035 .
   Google Scholar
• Tianm , T. ; Cao , L. H. ; Qian , Z. S. Synthesis of N-glycosyl-N′-amido thioureas and their related heterocyclic compounds . Chin. J. Org. Chem. 2007 , 6 , 744 – 748 .
   Google Scholar
• Yang , F. F. ; Hong , B. Q. ; Chai , X. F. ; Yin , F. J. ; Chen , Y. Y. Excellent Ag+ selective receptors: Syntheses and complexation properties of novel biscalix[4]arene with benzalazine groups . Supramol. Chem. 2009 , 21 ( 8 ), 691 – 698 .
   Web of Science ®Google Scholar
• Yang , F. F. ; Ji , Y. Q. ; Guo , H. Y. ; Lin , J. R. ; Peng , Q. Design and syntheses of novel calix[4](aza)crowns: Neutral receptors for α-amino acids. Synth. Commun. 2007, 37, 79–85.
   Web of Science ®Google Scholar
• Arnaud-Neu , F. ; Collins , E. M. ; Deasy , M. ; Ferguson , G. ; Harris , S. J. ; Kaitner , B. ; McKervey , M. A. ; Margues , E. M. ; Ruhl , B. L. ; Schwing-Weill , M. J. ; Seward , E. M. Synthesis, x-ray crystal structures, and cation-binding properties of alkyl calixaryl esters and ketones, a new family of macrocyclic molecular receptors . J. Am. Chem. Soc. 1989 , 111 , 8681 – 8693 .
   Web of Science ®Google Scholar
• Yang , F. F. ; Ji , Y. Q. ; Guo , H. Y. Novel calix[4]arene polyaza derivatives: Effective neutral receptors for cations and α-amino acids . Chem. Res. Chin. Univ. 2006 , 22 , 808 – 810 .
   Web of Science ®Google Scholar
• Fang , G. Z. ; Liu , N. Determination of eight essential amino acids in mixtures by chemometrics—spectrophotometry without separation . Analy. Chim. Acta 2001 , 445 , 245 – 253 .
   Web of Science ®Google Scholar