Carboxymethylated cyclodextrins and their paramagnetic lanthanide complexes as water-soluble chiral NMR solvating agents

Tetrahedron Asymmetry

Volumn 19, Issue 15, 2008, Pages 1797-1803

  Provencher, Katelyn A ^a   Wenzel, Thomas J ^a  

^a BATES COLLEGE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA CYCLODEXTRIN; AROMATIC AMINE; AROMATIC HYDROXY AMINE; BETA CYCLODEXTRIN; CYCLODEXTRIN; GAMMA CYCLODEXTRIN; LANTHANIDE; PARAMAGNETIC PRASEODYMIUM; PRASEODYMIUM; YTTERBIUM;

ARTICLE; CHEMICAL STRUCTURE; ENANTIOMER; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL;

EID: 49049101458     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2008.07.024     Document Type: Article

References (43)

1. Wenzel T.J. Discrimination of Chiral Compounds Using NMR Spectroscopy (2007), John Wiley & Sons, Hoboken, NJ
2. Wenzel T.J., and Wilcox J.D. Chirality 15 (2003) 256-270
3. Wenzel T.J. Encyclopedia of Spectroscopy and Spectrometry Vol. 1 (2000), Academic Press 411-421
4. Webb T.H., and Wilcox C.S. Chem. Soc. Rev. 22 (1993) 383-395
5. Parker D. Chem. Rev. 91 (1991) 1441-1447
6. Pirkle, W. H.; Hoover, D. J. In Eliel, E. L.; Wilen, S. H., Eds.; Top. Stereochem. 1982, 1, 263-331.
7. D'Souza V.T., and Lipkowitz K.B. Chem. Rev. 98 (1998) 1741-2076
8. MacNicol D.D., and Rycroft D.S. Tetrahedron Lett. (1977) 2173-2176
9. Greatbanks D., and Pickford R. Magn. Reson. Chem. 25 (1987) 208-215
10. Casy A.F., and Mercer A.D. Magn. Reson. Chem. 26 (1988) 765-774
11. Saka W., Yamamoto Y., Inoue Y., Chujo R., Takahashi K., and Hattori K. Bull. Chem. Soc. Jpn. 63 (1990) 3175-3182
12. Brown S.E., Coates J.H., Lincoln S.F., Coghlan D.R., and Easton C.J. J. Chem. Soc., Faraday Trans. 87 (1991) 2699-2703
13. Dodziuk H., Sitkowski J., Stefaniak L., Jurczak J., and Sybilska D. J. Chem. Soc., Chem. Commun. (1992) 207-208
14. Taylor A., Blackledge C.A., Nicholson J.K., Williams D.A.R., and Wilson I.D. Anal. Proc. 29 (1992) 229-231
15. Botsi A., Yannakopoulou K., Hadjoudis E., and Perly B. J. Chem. Soc., Chem. Commun. (1993) 1085-1086
16. Uccello-Barretta G., Balzano F., Caporusso A.M., and Salvadori P. J. Org. Chem. 59 (1994) 836-839
17. Wenzel T.J., Bogyo M.S., and Lebeau E.L. J. Am. Chem. Soc. 116 (1994) 4858-4865
18. Park K.K., and Park J.M. Bull. Korean Chem. Soc. 17 (1996) 1052-1056
19. Kitae T., Takashima H., and Kano K. J. Inclusion Phenom. Macrocycl. Chem. 33 (1999) 345-359
20. Branch S.K., Holzgrabe U., Jefferies T.M., Mallwitz H., and Oxley F.J.R. J. Chromatogr. A 758 (1997) 277-292
21. Aga D.S., Heberle S., Rentsch D., Hany R., and Müller S.R. Environ. Sci. Technol. 33 (1999) 3462-3468
22. Chankvetadze B., Burjanadze N., Pintore G., Strickmann D., Bergenthal D., and Blaschke G. Chirality 11 (1999) 635-644
23. Uccello-Barretta G., Ferri L., Balzano F., and Salvadori P. Eur. J. Org. Chem. (2003) 1741-1748
24. Hellreigel C., Handel H., Wedig M., Steinhauer S., Sorgel F., Albert K., and Holzgrabe U. J. Chromatogr. A 914 (2001) 315-324
25. Chankvetadze B., Schulte G., Bergenthal D., and Blaschke G. J. Chromatogr. A 798 (1998) 315-323
26. Owens P.K., Coleman M.W., and Berridge J.C. J. Inclusion Phenom. Macrocycl. Chem. 38 (2000) 133-151
27. Kano K., and Hasegawa H. Chem. Lett. (2000) 698-699
28. Wenzel T.J., Miles R.D., Zomlefer K., Frederique D.E., Roan M.A., Troughton J.S., Pond B.V., and Colby A.L. Chirality 12 (2000) 30-37
29. Kano K., Hasegawa H., and Miyamura M. Chirality 13 (2001) 474-482
30. Smith K.J., Wilcox J.D., Mirick G.E., Wacker L.S., Ryan N.S., Vensel D.A., Readling R., Domush H.L., Amonoo E.P., Shariff S.S., and Wenzel T.J. Chirality 15 (2003) S150-S158
31. Wenzel T.J., Amoono E.P., Shariff S.S., and Aniagyei S.E. Tetrahedron: Asymmetry 14 (2003) 3099-3104
32. Dignam C.F., Randall L.A., Blacken R.D., Cunningham P.R., Lester S.G., Brown M.J., French S.C., Aniagyei S.E., and Wenzel T.J. Tetrahedron: Asymmetry 17 (2006) 1199-1208
33. Uccello-Barretta G., Nazzi S., Balzano F., Levkin P.A., Schurig V., and Salvadori P. Eur. J. Org. Chem. (2007) 3219-3226
34. Uccello-Barretta G., Balzano F., Pertici F., Jicsinszky L., Sicoli G., and Schurig V. Eur. J. Org. Chem. (2008) 1855-1863
35. Schneider H.-J., Hacket F., Rudiger V., and Ikeda H. Chem. Rev. 98 (1998) 1755-1786
36. Demarco P.V., and Thakkar A.L. J. Chem. Soc., Chem. Commun. (1970) 2-4
37. Wood D.J., Hruska F.E., and Saenger W. J. Am. Chem. Soc. 99 (1977) 1735-1740
38. Wenzel T.J. NMR Shift Reagents. In: Wenzel T.J. (Ed) (1987), CRC Press, Uniscience Series, Boca Raton, FL
39. Mazzocchi P.H., Tamburin H.J., and Miller G.R. Tetrahedron Lett. 12 (1971) 1819-1820
40. Shapiro B.L., Hlubucek J.R., Sullivan G.R., and Johnson L.F. J. Am. Chem. Soc. 93 (1971) 3281-3283
41. Ekong D.E.U., Okogun J.I., and Shok M. J. Chem. Soc., Perkin Trans. 1 (1972) 653-655
42. Sanders J.K.M., Hanson S.W., and Williams D.H. J. Am. Chem. Soc. 94 (1972) 5325-5335
43. Reuben J., Rao C.T., and Pitha J. J. Carbohydr. Res. 258 (1994) 281-285