Preparation and NMR studies of 3-selenaheptadecanoic and 4-selenaoctadecanoic acid, RSe(CH2)n C(O)OH (R = C14H29, n = 1 and 2), and their methyl esters

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 5, 2000, Pages 723-729

  Doudin, Khaled I ^a   Berge, Rolf K ^a   Frøystein, Nils Åge ^a   Songstad, Jon ^a  

^a UNIVERSITY OF BERGEN   (Norway)

Author keywords

[No Author keywords available]

Indexed keywords

ESTERS; INFRARED SPECTROSCOPY; MONOMERS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS (CHEMICAL);

METHYL ESTERS;

ORGANIC ACIDS;

EID: 0034615530     PISSN: 14704358     EISSN: None     Source Type: Journal    
DOI: 10.1039/a909142d     Document Type: Article

References (33)

1. L. Froyland, D. K. Asiedu, H. Vaagenes, A. Garras, O. Lie, G. K. Totland and R. K. Berge, J. LipidRes., 1995,36,2529.
2. H. Esterbauer, M. Dieber Rotheneder, G. Waeg, G. Striegl and G. Jurgena, Chem. Res. Toxico!., 1990,3, 77.
3. S. R. Maxwell, y Clin. Pharm. Tlicr., 1993,18, 85.
4. A. Aarsland, N. Aarsaether, J. Bremer and R. K. Berge, J. Lipid Rcs., 1989,30, 1711.
5. J. Skorve, D. Asiedu, M. Solbakken, J. Gjestdal, J. Songstad and R. K. Berge, Biochcm. Pharmacol., 1992,43, 815.
6. S. Hauge, Ada Chem. Scand, 1971, 25, 3081.
7. H. J. Grav, D. K. Asiedu and R. K. Berge, J. Chromatogr., Biomed. Appl., 1994, 658, 1.
8. S. A. Sadek and G. P. Basmadjian, J. Labelled Compd. Radiopharm., 1983, 20,487.
9. C. Paulmier, Selenium Reagents and Intermediates in Organic Synthesis, ed. J. E. Baldwin, Pergamon, Oxford, 1986.
10. D. J. Sandman, J. C. Sterk and B. M. Foxman, Organometallics, 1982,1,739.
11. L. Brandsma and H. E. Wijers, Reel. Trav. Chim. Pays-Bas, 1963, 82,68.
12. K. L. Williamson, Macroscale and Microscale Organic Experiments, D. C. Heath and Company, Toronto, 1989.
13. O. Spydevold and J. Bremer, Biochim. Biophys. Ada, 1989,1003,72.
14. J. A. Gladsz, J. L. Horwby and J. E. Garbe, J. Org. Chem., 1978,43, 1204.
15. K. I. Lazaar and S. H. Bauer, J. Am. Client. Soc., 1985, 107, 3769.
16. T. Steiner, J. Mol Struct., 1998, 447, 39.
17. M. Iwaoka, H. Komatsu and S. Tomoda, Bull. Clieni. Soc. Jpn., 1996, 69, 1825.
18. M. Landen, J. Am. Clieni. Soc., 1970, 92, 5063.
19. S. Larson, Der. Dtscli. Clicm. Ges., 1930, 63, 1349.
20. Q. Fernando and H. Freiser, J. Am. Clicm. Soc., 1958, 80, 4928.
21. A. Fredga, Studien Über Selen-Di-Karbonsäuren und DiselcnDi-Karbonsäuren, Doctoral Thesis, Uppsala University, 1935.
22. G. C. Pimentel and A. L. McClellan, The Hydrogen Bond, Freeman, New York, 1960.
23. M. Takasuka, M. Yamakana and F. J. Watanabe, J. Chem. Soc., Perkin Trans. 2, 1989, 1173.
24. M. Picquart, T. Lefevre and G. Lacrampe, Appl. Spectrosc., 1995, 49, 1268.
25. L. J. Bellamy, The Infrared Spectra of Complex Molecules, Chapman and Hall, London and New York, 1980, vol. 2, p. 176.
26. A. Kucsman and I. Kapovits, in Organic Sulfur Chemistry, ed. F. Bernardi and I. S. Csizmadia, Eisevier, Amsterdam, 1985, ch. 4, p. 191.
27. R. A. Nyquist, T. D. Clark and R. Streck, Vib. Spectrose., 1994, 7, 275.
28. S. Paul, Acta Crystallogr., 1967, 23, 491.
29. K. Prout and S. Hernandez-Cassou, Acta Cryslalhgr., Sect. B, 1982, 38, 338.
30. L. W. Reeves and W. G. Schneider, Trans. Faraday Soc., 1958, 54, 314.
31. K. I. Doudin, unpublished results.
32. L. Kimtys, personal communication.
33. N. S. Golubev, G. S. Denisov, S. N. Smirnov, D. N. Shchepkin and H.-H. Limbach, Z. Phys. Cliem. (Munich), 1996, 196, 73.