The application of quasi-enantiomeric trianglamine macrocycles as chiral probes for anion recognition in ion trap ESI mass spectrometry

Tetrahedron Asymmetry

Volumn 18, Issue 14, 2007, Pages 1648-1654

  Kuhnert, Nikolai ^a   Marsh, David ^b   Nicolau, Daniel C ^b  

^a JACOBS UNIVERSITY BREMEN   (Germany)

^b UNIVERSITY OF SURREY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ANION; CARBOXYLIC ACID; MACROCYCLIC COMPOUND; TRIANGLAMINE MACROCYCLIC COMPOUND; UNCLASSIFIED DRUG;

AQUEOUS SOLUTION; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; CHIRALITY; DEUTERON NUCLEAR MAGNETIC RESONANCE; ELECTROSPRAY MASS SPECTROMETRY; ENANTIOMER; GAS; ION TRAP MASS SPECTROMETRY; PRIORITY JOURNAL; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 34547946572     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2007.07.011     Document Type: Article

References (36)

1. In: Eliel E.L., and Wilen S.H. (Eds). Stereochemistry of Organic Compounds. 1st ed. (1994), J. Wiley, New York
2. Parker D. Chem. Rev. 91 (1991) 1441
3. Gubitz G. Chromatograph 30 (1990) 555-564
4. Bluhm L., Huang J.-M., and Li T.Y. Anal. Bioanal. Chem. 382 (2005) 592-598
5. Collins A.N., Sheldrake G.N., and Crosby J. Chirality in Industry (1997), Wiley, New York
6. Fales H.M., and Wright G.J. J. Am. Chem. Soc. 99 (1977) 2339-2340
7. Sawada M., Takai Y., Yamada H., Kaneda T., Kamada K., Mizooku T., Hirose K., Tobe Y., and Naemura K. Chem. Commun. (1994) 2497-2498
8. Sawada M., Yamaoka H., Takai Y., Yamada H., Azuma T., Fujioka T., and Tanaka T. Chem. Commun. (1998) 1569-1570
9. Eames J., and Suggate M.J. J. Labelled Compd. Radiopharm. 47 (2004) 705-717
10. Grogorean G., Ramirez J., Ahn S.-H., and Lebrilla C.B. Anal. Chem. 72 (2000) 4275-4281
11. Ahn S., Ramirez S.J., Grigorean G., and Lebrilla C.B. J. Am. Soc. Mass Spectrom. 12 (2001) 278-287
12. Grigorean G., Ramirez J., Ahn S., and Lebrilla C.B. Anal. Chem. 47 (2000) 705-717
13. Tao A., and Cooks R.G. Anal. Chem. (2003) 25A
14. Guo J., Wu J., Siuzdak G., and Finn M.G. Angew. Chem., Int. Ed. 38 (1999) 1755-1758
15. Liang Y., Bradshaw J.S., Izzat R.M., Poe R.M., and Dearden D.V. Int. J. Mass Spectrom. 185/186/187 (1999) 977-988
16. Sawada M. Mass Spectrom. Rev. 16 (1997) 73-90
17. Shizuma M., Ohta M., Yamada H., Takai Y., Nakaoki T., Takeda T., and Sawada M. Tetrahedron 58 (2002) 4319-4330
18. Sawada M., Takai Y., Imamura H., Yamada H., Takahashi S., Yamaoka H., Hirose K., Tobe Y., and Tanaka J. Eur. J. Mass Spectrom. 7 (2001) 447-449
19. Shizuma M., Takai Y., Kawamura M., Takeda T., and Sawada M. J. Mass Spectrom. 210/211 (2001) 585-590
20. Shizuma M., Adachi H., Amemura A., Takai Y., Takeda T., and Sawada M. Tetrahedron 57 (2001) 4567-4578
21. Shizuma M., Adachi H., Kawamura M., Takai Y., Takeda T., and Sawada M. J. Chem. Soc., Perkin Trans. 2 (2001) 592-601
22. Shizuma M., Imamura H., Takai Y., Yamada H., Takeda T., Takahashi S., and Sawada M. Chem. Lett. 2 (2001) 592-601
23. Sawada M., Yamaoka H., Takai Y., Kawai Y., Yamada H., Azuma T., Fujioka T., and Tanaka T. J. Mass Spectrom. 193 (1999) 123-130
24. Sawada M., Yamaoka H., Takai Y., Kawai Y., Yamada H., Azuma T., Fujioka T., and Tanaka T. Chem. Commun. (1998) 1569-1570
25. Sawada M., Shizuma M., Takai Y., Takai Y., Adachi H., and Uchiyama T. Chem. Commun. (1998) 1453-1454
26. Sawada M., Takai Y., Yamada H., Nishida J., Kaneda T., Arakawa R., Okamoto M., Hirose K., Tanaka T., and Naemura K. J. Chem. Soc., Perkin Trans. 2 (1998) 701-710
27. Gawronski J., Kolbon H., Kwit M., and Katrusiak A. J. Org. Chem. 65 (2000) 5768-5773
28. Kuhnert N., Straßnig C., and Lopez-Periago A. Tetrahedron: Asymmetry 13 (2002) 123-128
29. Kuhnert N., Lopez-Periago A., and Rossignolo G.M. Org. Biomol. Chem. 1 (2003) 1157
30. Kuhnert N., Lopez-Periago A., and Rossignolo G.M. Org. Biomol. Chem. 3 (2005) 525-537
31. Kuhnert N., Burzlaff N., Patel C., and Lopez-Periago A. Org. Biomol. Chem. 3 (2005) 1911-1920
32. Clifford M.N., Knight S., and Kuhnert N. J. Agric. Food Chem. 53 (2005) 3821-3832
33. In: Cole R.B. (Ed). ESI Mass Spectrometry: Fundamentals, Application and Instrumentation (1997), Wiley, Chichester
34. Rodgers A., Latham H.C., Wormell P., Parkinson A., Ismail M., and Sanders J.K. Enantiomer 3 (1998) 395-408
35. Haigh C.W., and Mallion R.B. Progr. NMR Spectrom. 33 (1980) 303
36. Larrow J.F., and Jacobsen E.N. J. Org. Chem. 59 (1994) 1939